Category: 2606-51-1

Adding a certain compound to certain chemical reactions, such as: 2606-51-1, name is 5-(Bromomethyl)benzo[d][1,3]dioxole, belongs to bromides-buliding-blocks compound, can increase the reaction rate and produce products with better performance than those obtained under traditional synthetic methods. Here is a downstream synthesis route of the compound 2606-51-1, HPLC of Formula: C8H7BrO2

Compound 1 (500 mg, 2.5 mmol) was dissolved in THF (tetrahydrofuran, 25 ml), followed by Na 2 SO 4 (7.09 g, 50 mmol) and piperral.(piperonal, 375 mg, 2.5 mmol) was added, and AcOH (0.2 ml) was added dropwise, followed by stirring at room temperature for 20 minutes. NaB (OAc) 3H(1.059 g, 5 mmol) was added, followed by stirring at room temperature for 16 hours, followed by addition of MeOH (5 ml) and stirring for 24 hours.I was. The reaction mixture was dissolved in DCM, 1N NaOH was added and extracted twice. The obtained organic layer was washed with brineAfter filtration, it was dried over anhydrous MgSO 4 and filtered. The filtrate was concentrated under reduced pressure, and then silica column chromatography.Prufied with (Mc: MeOH = 15: 1) to purify to afford a white solid compound 2-j (290 mg, 35%).

In the field of chemistry, the synthetic routes of compounds are constantly being developed and updated. I will also mention this compound in other articles, 5-(Bromomethyl)benzo[d][1,3]dioxole, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Industry Academy Cooperation Foundation of Hanbat National University; Park Jeong-ho; Lee Seung-hwan; Kim Beom-cheol; Kim Jae-gwan; (24 pag.)KR101548927; (2015); B1;,
Bromide – Wikipedia,
bromide – Wiktionary

Related Products of 2606-51-1, In the next few decades, the world population will flourish. As the population grows rapidly and people all over the world use more and more resources, all industries must consider their environmental impact. 2606-51-1, name is 5-(Bromomethyl)benzo[d][1,3]dioxole belongs to bromides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

A solution of 3 (870 mg, 3.36 mmol) in DMF (8 mL) was treated with 60% NaH dispersion in mineral oil (134 mg, 3.36 mmol) under N2. The mixture was stirred at r.t. for 10 min, then 4-(bromomethyl)-1-fluoro-2-methoxybenzene (700 mg, 3.20 mmol) was added. The resulting mixture was stirred at 20 C under N2 for 2 h. The mixture was diluted with H2O (80 mL) and extracted with EtOAc (80 mL). The organic layer was dried (MgSO4), filtered and evaporated. The crude product was purified by flash silica gel chromatography (eluent: gradient 20 to 25% EtOAc in heptane). Pure fractions were evaporated to dryness and dried under high vacuum to afford the title compound 4, containing 32 mol% EtOAc (1.20 g, 88%, allowing for solvent residues) as a colourless oil. 1H NMR (500 MHz, CDCl3): delta = 7.73 (d, J = 8.1Hz, 2 H), 7.31 (d, J = 8.1Hz, 2 H), 6.96 (dd, J = 11.1, 8.2 Hz, 1H), 6.82 (dd, J = 8.2, 2.1Hz, 1H), 6.71 (ddd, J = 8.2, 4.2, 2.1Hz, 1H), 4.42 (s, 2 H), 4.36 (t, J = 5.3 Hz, 1H), 3.78 (s, 3 H), 3.26 (s, 6 H), 3.21 (d, J = 5.3 Hz, 2 H), 2.43 (s, 3 H). 13C NMR (126 MHz, CDCl3): delta = 151.9 (J = 245.6 Hz), 147.7 (J = 11.0 Hz), 143.4, 137.5, 132.6 (J = 3.7 Hz), 129.7, 127.2, 120.9 (J = 6.8 Hz), 115.7 (J = 18.5 Hz), 113.4 (J = 1.7 Hz), 104.0, 56.1, 54.7, 52.3, 48.8, 21.5. MS (ES+): m/z = 334 [M + H – 2 MeOH]+. [CAS Reg. No. 1036711-00-8] A solution of 4 (1.18 g, 2.96 mmol) in 1,4-dioxane (12 mL) was treated with 6 N aq HCl (3.94 mL, 23.7 mmol) under N2. The resulting mixture was stirred under vigourous reflux for 24 h. The mixture was evaporated and the residue partitioned between EtOAc (50 mL) and 0.1 M aq NaHCO3 (70 mL). The aqueous layer was extracted with EtOAc (70 mL) and the extracts combined with the organic layer. The combined organic extracts were washed with sat. brine (50 mL), dried (Na2SO4), filtered and evaporated. The crude product was purified by flash silica gel chromatography (eluent: gradient 20 to 50% EtOAc in heptane). Pure fractions were evaporated to dryness to afford the title compound 17 (376 mg, 72%) as a beige solid

In the field of chemistry, the synthetic routes of compounds are constantly being developed and updated. I will also mention this compound in other articles, 5-(Bromomethyl)benzo[d][1,3]dioxole, other downstream synthetic routes, hurry up and to see.

Reference:
Article; Pearson, Stuart E.; Fillery, Shaun M.; Goldberg, Kristin; Demeritt, Julie E.; Eden, Jonathan; Finlayson, Jonathan; Patel, Anil; Synthesis; vol. 50; 24; (2018); p. 4963 – 4981;,
Bromide – Wikipedia,
bromide – Wiktionary

Application of 2606-51-1,Some common heterocyclic compound, 2606-51-1, name is 5-(Bromomethyl)benzo[d][1,3]dioxole, molecular formula is C8H7BrO2, traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc, below Introduce a new synthetic route.

To a round-bottomed flask equipped with a reflux condenser and capped with a rubber septum were added (R)-6,7-dimethoxy-1-methyl-1,2,3,4-tetrahydroisoquinoline (2a) (0.6 mmol, 124 mg), potassium carbonate (1.2 mmol, 166 mg), anhydrous acetone (25 mL), and 5-(bromomethyl)benzo[d]-1,3-dioxole (3) (0.9 mmol, 194 mg). The mixture was refluxed under stirring and nitrogen atmosphere for 24 h. Afterwards, a saturated aqueous solution of NaCl (25 mL) was added to the mixture, which was extracted with CH2Cl2 (3 x 50 mL). The organic phase was dried over MgSO4. After filtration, the solvent was evaporated under reduced pressure. The residue was purified by column chromatography on silica gel using dichloromethane/ethyl acetate (1:1) as eluent, affording the desired product 1a. Yield: 174 mg (85%); [alpha]D20 = +18.6o (c = 0.05 g/100 mL CHCl3) ([alpha]D lit.13 = +18o (c = 0.05 g/100 mL CHCl3)); off-white solid; m.p. 120-121 oC; Rf = 0.35 (eluent: dichloromethane/ethyl acetate (1:1)); 1H NMR (300 MHz, CDCl3): delta 6.94 (s, 1H), 6.77 (q, J = 9.1 Hz, 2H), 6.55 (d, J = 11.5 Hz, 2H), 5.91 (s, 2H), 3.83-3.75 (m, 7H), 3.69 (d, J = 13.4 Hz, 1H), 3.59 (d, J = 13.4 Hz, 1H), 3.04 (ddd, J = 12.8, 8.4, 3.7 Hz, 1H), 2.81 (ddd, J = 15.4, 9.4, 5.7 Hz, 1H), 2.69 (dt, J = 12.0, 4.5 Hz, 1H), 2.57 (dt, J = 15.8, 3.9 Hz, 1H), 1.35 (d, J = 6.7 Hz, 3H); 13C NMR (75 MHz, CDCl3): delta 147.6, 147.2, 147.1, 146.3, 133.4, 132.1, 126.0, 121.5, 111.3, 110.3, 109.0, 107.7, 57.7, 55.8, 55.7, 55.5, 43.5, 26.6, 19.9; IR (KBr, cm-1) 2922.2, 2852.7, 1500.6, 1487.1, 1438.9, 1367.5, 1242.2, 1224.8; GC/MS (m/z, %): 341 (1.0), 135 (100.0), 326 (74.4), 327 (16.6).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 5-(Bromomethyl)benzo[d][1,3]dioxole, its application will become more common.

Reference:
Article; Correa, Bianca K.; Silva, Tamiris R.C.; Raminelli, Cristiano; Tetrahedron Letters; vol. 59; 39; (2018); p. 3583 – 3585;,
Bromide – Wikipedia,
bromide – Wiktionary

Each compound has different characteristics, and only by selecting the characteristics of the compound suitable for a specific situation can the compound be applied on a large scale. 2606-51-1, name is 5-(Bromomethyl)benzo[d][1,3]dioxole, This compound has unique chemical properties. The synthetic route is as follows., Application In Synthesis of 5-(Bromomethyl)benzo[d][1,3]dioxole

General procedure: Compound 7a was synthesized referencing to the literatures [18] and [29]. To be pointed out, the crude products of 7b, 7i, 7k, 7l, 7n-p required to wash with the solution of ethyl acetate/petroleum ether (v/v = 1:5) again;

According to the analysis of related databases, 2606-51-1, the application of this compound in the production field has become more and more popular.

Reference:
Article; Wang, Ming-Zhong; Xu, Han; Liu, Tuan-Wei; Feng, Qi; Yu, Shu-Jing; Wang, Su-Hua; Li, Zheng-Ming; European Journal of Medicinal Chemistry; vol. 46; 5; (2011); p. 1463 – 1472;,
Bromide – Wikipedia,
bromide – Wiktionary

In the chemical reaction process, reaction time, type of solvent, can easily affect the result of the reaction, thereby determining the yield and properties of the reaction product. An updated downstream synthesis route of 2606-51-1 as follows. Recommanded Product: 2606-51-1

Boc-L-Pyroglutamic acid methyl ester (1.05 g, 4.32 mmol) was dissolved in dry THF (20mL). The mixture was cooled to -78 C. LiHMDS (1 M in THF, 4.40 mL, 4.40 mmol) was addeddropwise at -78 C over 10 minutes. The solution was stirred at -78 C for 1 hour. A solution of 5-(bromomethyl)-1 ,3-benzodioxole (0.975 g, 4.53 mmol) in dry THF (5 mL) was then added dropwise at -78 C over 30 minutes. The solution was stirred at -78 C for 2 hours. Sat. NaHCO3 (aq) (40 mL) was added dropwise with continual stirring until the solution reached room temperature. The mixture was diluted with EtOAc (50 mL) and the layers separated. The organic phase was washed with sat. brine (aq) (40 mL) then dried (Mg504), filtered and the solvent evaporated in vacuo. The crudeproduct was purified by flash chromatography (Biotage Isolera; 50 g SNAP cartridge) eluting with isohexane -* 40% EtOAc – isohexane to yield the title compound (1.08 g, 66 %) as a white solid.AnalpH2_MeOH_4MIN: Rt: 3.03 mi mlz 378.3 [M+H]+

According to the analysis of related databases, 2606-51-1, the application of this compound in the production field has become more and more popular.

Reference:
Patent; UNIVERSITY OF LEEDS; PHILIPPOU, Helen; FOSTER, Richard; FISHWICK, Colin; REVILL, Charlotte; YULE, Ian; TAYLOR, Roger; NAYLOR, Alan; FALLON, Philip, Spencer; CROSBY, Stuart; HOPKINS, Anna; GUETZOYAN, Lucie, Juliette; MACNAIR, Alistair, James; STEWART, Mark, Richard; WINFIELD, Natalie, Louise; (273 pag.)WO2019/186164; (2019); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Researchers who often do experiments know that organic synthesis is a process of preparing more complex target molecules from simple raw materials through one or more chemical reactions. Generally, it requires fewer steps, and cheap raw materials. 2606-51-1, name is 5-(Bromomethyl)benzo[d][1,3]dioxole, A new synthetic method of this compound is introduced below., Safety of 5-(Bromomethyl)benzo[d][1,3]dioxole

General procedure: A 10-mL round-bottom flask was equipped with a magnetic stir bar and a reflux condenser. Then 0.4 mmol of alkyl halide and 0.44 mmol of sodium azide were added to 1.5 mL of anhydrous dimethylformamide. The reaction mixture was stirred at 60 C for 2 h under nitrogen atmosphere. After cooling to room temperature, TLC indicated the disappearance of the starting material. 0.44 mmol of active ketone and 0.44 mmol of DBU were then added to the reaction mixture, which was stirred for 3 h at 60 C. Brine (40 mL) was added to the reaction mixture and washed with EtOAc (3 10 mL). The organic layer was dried (Na2SO4) and the solvent evaporated under reduced pressure. Flash column chromatography afforded the pure triazole.

The synthetic route of 2606-51-1 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Gonzalez-Calderon, Davir; Aguirre-De Paz, Jose G.; Gonzalez-Gonzalez, Carlos A.; Fuentes-Benites, Aydee; Gonzalez-Romero, Carlos; Tetrahedron Letters; vol. 56; 13; (2015); p. 1713 – 1715;,
Bromide – Wikipedia,
bromide – Wiktionary

Reference of 2606-51-1, These common heterocyclic compound, 2606-51-1, name is 5-(Bromomethyl)benzo[d][1,3]dioxole, its traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc, below Introduce a new synthetic route.

1.1 equiv. of 5-(bromomethyl)-1,3-benzodioxole, 1 equiv. ofnoscapine were taken in 3 ml of toluene in a 25 ml round bottom flaskand at 60 C for 20 h on a continuous stirring in an oil bath. After thecompletion of reaction, toluene was decanted and remaining solid residuewas washed with ethyl acetate to remove the unreacted part(3 × 10 ml). Chloroform was added to dissolve the solid productfollowed by evaporation on a vacuum rotary evaporator to obtain 3 asthe solid ionic liquid product.

The synthetic route of 2606-51-1 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Sehrawat, Hitesh; Kumar, Neeraj; Tomar, Ravi; Kumar, Loveneesh; Tomar, Vartika; Madan, Jitender; Dass, Sujata K.; Chandra, Ramesh; Journal of Molecular Liquids; vol. 302; (2020);,
Bromide – Wikipedia,
bromide – Wiktionary

Adding a certain compound to certain chemical reactions, such as: 2606-51-1, name is 5-(Bromomethyl)benzo[d][1,3]dioxole, belongs to bromides-buliding-blocks compound, can increase the reaction rate and produce products with better performance than those obtained under traditional synthetic methods. Here is a downstream synthesis route of the compound 2606-51-1, Application In Synthesis of 5-(Bromomethyl)benzo[d][1,3]dioxole

General procedure: A mixture of benzyl bromide (171 mg, 1 mmol), diphenyl disulfide (131 mg, 0.6 mmol), PPh3 (184 mg, 0.7 mmol), and [pmIm]Br21 (94 mg, 0.4 mmol) was stirred at 75 C for 1.5 h (TLC). The reaction mixture was extracted with Et2O, and the organic layer was washed with brine (2 × 5 mL) and dried (Na2SO4). Evaporation of solvent left the crude product which was purified by column chromatography over silica gel (hexane) to afford the pure product, benzyl phenyl sulfide (168 mg, 84%) as a colorless liquid. The remaining ionic liquid was washed with ether, dried under vacuum, and reused five times without appreciable loss of catalytic activity.

If you are interested in these compounds, you can also browse my other articles.Thank you for taking the time to read this article. I hope you enjoyed it.

Reference:
Article; Banerjee, Subhash; Adak, Laksmikanta; Ranu, Brindaban C.; Tetrahedron Letters; vol. 53; 17; (2012); p. 2149 – 2152;,
Bromide – Wikipedia,
bromide – Wiktionary

Related Products of 2606-51-1, Each compound has different characteristics, and only by selecting the characteristics of the compound suitable for a specific situation can the compound be applied on a large scale. 2606-51-1, name is 5-(Bromomethyl)benzo[d][1,3]dioxole, This compound has unique chemical properties. The synthetic route is as follows.

To a suspension of 6-methyl-3-(tetrahydro-2H-pyran-4-yl)imidazo[1 ,5-a]pyrazin-8(7/-/)-one (100 mg, 429 mol) in dry DMF (2 mL) was added Cs2C03 (279 mg, 858 Mmol) and 5- (bromomethyl)benzo[d][1 ,3]dioxole (138 mg, 643 imol). The mixture was bubbled with 2 for 2 min and heated at 60C for 16 hours. The mixture was concentrated. DCM (30 mL) was added to the residue. It was filtered and the filter cake was washed with DCM (20 mL). The filtrate was concentrated and purified by flash chromatography on silica gel (10%~100% ethyl acetate in petroleum ether) to give 7-(benzo[d][1 ,3]dioxol-5-ylmethyl)-6-methyl-3- (tetrahydro-2H-pyran-4-yl)imidazo[1 ,5-a]pyrazin-8(7/-/)-one (81.74 mg, 52% yield). (1018) 1H NMR (CDCIa 400 MHz): delta 7.92 (s, 1 H), 6.76 – 6.69 (m, 4H), 5.95 – 5.93 (m, 2H), 5.13 (s, 2H), 4.14 – 4.11 (m, 2H), 3.61 – 3.55 (m, 2H), 3.10 – 3.05 (m, 1 H), 2.21 (s, 3H), 2.20 – 2.10 (m, 2H), 1.90 – 1.86 (m, 2H). (1019) LC-MS: fR = 2.245 min (method 3), m/z = 368.2 [M + H]+.

The chemical industry reduces the impact on the environment during synthesis 5-(Bromomethyl)benzo[d][1,3]dioxole. I believe this compound will play a more active role in future production and life.

Reference:
Patent; H. LUNDBECK A/S; KEHLER, Jan; RASMUSSEN, Lars, Kyhn; LANGGARD, Morten; JESSING, Mikkel; VITAL, Paulo, Jorge, Vieira; JUHL, Karsten; (159 pag.)WO2018/78042; (2018); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Reference of 2606-51-1, In the next few decades, the world population will flourish. As the population grows rapidly and people all over the world use more and more resources, all industries must consider their environmental impact. 2606-51-1, name is 5-(Bromomethyl)benzo[d][1,3]dioxole belongs to bromides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

A solution of 3 (870 mg, 3.36 mmol) in DMF (8 mL) was treated with 60% NaH dispersion in mineral oil (134 mg, 3.36 mmol) under N2. The mixture was stirred at r.t. for 10 min, then 4-(bromomethyl)-1-fluoro-2-methoxybenzene (700 mg, 3.20 mmol) was added. The resulting mixture was stirred at 20 C under N2 for 2 h. The mixture was diluted with H2O (80 mL) and extracted with EtOAc (80 mL). The organic layer was dried (MgSO4), filtered and evaporated. The crude product was purified by flash silica gel chromatography (eluent: gradient 20 to 25% EtOAc in heptane). Pure fractions were evaporated to dryness and dried under high vacuum to afford the title compound 4, containing 32 mol% EtOAc (1.20 g, 88%, allowing for solvent residues) as a colourless oil. 1H NMR (500 MHz, CDCl3): delta = 7.73 (d, J = 8.1Hz, 2 H), 7.31 (d, J = 8.1Hz, 2 H), 6.96 (dd, J = 11.1, 8.2 Hz, 1H), 6.82 (dd, J = 8.2, 2.1Hz, 1H), 6.71 (ddd, J = 8.2, 4.2, 2.1Hz, 1H), 4.42 (s, 2 H), 4.36 (t, J = 5.3 Hz, 1H), 3.78 (s, 3 H), 3.26 (s, 6 H), 3.21 (d, J = 5.3 Hz, 2 H), 2.43 (s, 3 H). 13C NMR (126 MHz, CDCl3): delta = 151.9 (J = 245.6 Hz), 147.7 (J = 11.0 Hz), 143.4, 137.5, 132.6 (J = 3.7 Hz), 129.7, 127.2, 120.9 (J = 6.8 Hz), 115.7 (J = 18.5 Hz), 113.4 (J = 1.7 Hz), 104.0, 56.1, 54.7, 52.3, 48.8, 21.5. MS (ES+): m/z = 334 [M + H – 2 MeOH]+. [CAS Reg. No. 1036711-00-8] A solution of 4 (1.18 g, 2.96 mmol) in 1,4-dioxane (12 mL) was treated with 6 N aq HCl (3.94 mL, 23.7 mmol) under N2. The resulting mixture was stirred under vigourous reflux for 24 h. The mixture was evaporated and the residue partitioned between EtOAc (50 mL) and 0.1 M aq NaHCO3 (70 mL). The aqueous layer was extracted with EtOAc (70 mL) and the extracts combined with the organic layer. The combined organic extracts were washed with sat. brine (50 mL), dried (Na2SO4), filtered and evaporated. The crude product was purified by flash silica gel chromatography (eluent: gradient 20 to 50% EtOAc in heptane). Pure fractions were evaporated to dryness to afford the title compound 17 (376 mg, 72%) as a beige solid

In the field of chemistry, the synthetic routes of compounds are constantly being developed and updated. I will also mention this compound in other articles, 5-(Bromomethyl)benzo[d][1,3]dioxole, other downstream synthetic routes, hurry up and to see.

Reference:
Article; Pearson, Stuart E.; Fillery, Shaun M.; Goldberg, Kristin; Demeritt, Julie E.; Eden, Jonathan; Finlayson, Jonathan; Patel, Anil; Synthesis; vol. 50; 24; (2018); p. 4963 – 4981;,
Bromide – Wikipedia,
bromide – Wiktionary