Category: 2695-48-9

Reference of 2695-48-9,Some common heterocyclic compound, 2695-48-9, name is 8-Bromo-1-octene, molecular formula is C8H15Br, 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.

General procedure: (9RS,12S)-Isomer A Grignard reagent was prepared from 1-bromo-7-octene (6.80 g, 36 mmol) and Mg (1.08 g, 45 mmol) in dry THF (30 mL) in the presence of a small amount (20 mg) of I2 under argon. A solution of (S)-7 (5.77 g, 26 mmol) in dry THF (10 mL) was added dropwise to the ice-cooled and stirred Grignard reagent at 0-10 C. Stirring was continued for 1 h at 0-5 C, and the mixture was left to stand overnight at room temperature. It was then poured into ice and dil HCl, and extracted with Et2O. The Et2O solution was washed successively with water, NaHCO3 solution, and brine, dried (MgSO4), and concentrated in vacuo. The residue (10.9 g) was chromatographed over SiO2 (70 g). Elution with hexane gave 1.0 g of hydrocarbons, and further elution with hexane/EtOAc (20:1) afforded 6.42 g (74%) of (9RS,12S)-8 as a colorless oil.

The synthetic route of 2695-48-9 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Mori, Kenji; Akasaka, Kazuaki; Matsunaga, Shigeki; Tetrahedron; vol. 70; 2; (2014); p. 392 – 401;,
Bromide – Wikipedia,
bromide – Wiktionary

These common heterocyclic compound, 2695-48-9, name is 8-Bromo-1-octene, 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. HPLC of Formula: C8H15Br

General procedure: To a vigorously stirred mixture of tert-butyl 2-(hydroxymethyl)pyrrolidine-1-carboxylate (47), (0.2 g, 1.0 mmol), bromide 48-49 (2.0 mmol) or mesylate (51, 2.00 mmol) and TBAB (32.2 mg, 0.1 mmol) in toluene (1.5 mL) were added. KOH (solid, 0.5 g, excess) was added in one portion and stirring was continued at 20C for 30 min. The mixture was then diluted with DCM (5 mL) and poured into water (5 mL). Organic phases were separated and water phase was extracted with DCM (2×5 mL). Combined organic extracts were concentrated Purification of the crude product by column chromatography on silica gel using ethyl acetate/petroleum ether mixture as an eluant afforded ethers 56-59.

The synthetic route of 8-Bromo-1-octene has been constantly updated, and we look forward to future research findings.

Reference:
Article; Bello, Claudia; Bai, Jianfei; Zambron, Bartosz K.; Elias-Rodriguez, Pilar; Gajate, Consuelo; Robina, Inmaculada; Caffa, Irene; Cea, Michele; Montecucco, Fabrizio; Nencioni, Alessio; Nahimana, Aimable; Aubry, Dominique; Breton, Caroline; Duchosal, Michel A.; Mollinedo, Faustino; Vogel, Pierre; European Journal of Medicinal Chemistry; vol. 150; (2018); p. 457 – 478;,
Bromide – Wikipedia,
bromide – Wiktionary

Electric Literature of 2695-48-9, 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. 2695-48-9, name is 8-Bromo-1-octene belongs to bromides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

(Step 1) Anhydrous tetrahydrofuran (10 ml) was added to (4S,5R)-3,4-dimethyl-1-(5,5,6,6,7,7,8,8,8-nonafluoro-octanoyl) -5-phenylimidazolidin-2-one (1.20 g, 2.5 mmol) under nitrogen atmosphere, and the resulting mixture was cooled to -78 C. Lithium bis(trimethylsilyl)amide (2.75 ml, 1.0 M in tetrahydrofuran, 2.75 mmol) was added to the mixture, which was then stirred for 1 hour. After addition of 8-bromo-1-octene (714 mg, 3.0 mmol) and HMPA (1.25 ml) at -78 C., the reaction mixture was warmed with stirring up to -50 C. over 2 hours and up to 0 C. over 30 minutes, and then stirred for 12 hours at 0 C. The reaction mixture was quenched with saturated aqueous ammonium chloride at 0 C., and then extracted with a mixed solvent of ethyl acetate and n-hexane (3:7). The organic layer was washed sequentially with saturated aqueous potassium bisulfate, saturated aqueous sodium chloride, saturated aqueous sodium bicarbonate and saturated aqueous sodium chloride, dried over anhydrous magnesium sulfate, and then filtered. The filtrate was concentrated under reduced pressure using an evaporator and the resulting residue was purified by silica gel column chromatography (Kanto Kagaku, silica gel 60 (spherical, neutral), 40-100 mum, eluent: ethyl acetate/n-hexane=1/5 3/7) to give (4S,5R)-3,4-dimethyl-1-[(2R)-2-(3,3,4,4,5,5,6,6,6-nonafluorohexyl)-9-decenoyl]-5-phenylimidazolidin-2-one (1.37 g, Yield 93%). Optical purity: 95.5% de, as measured by HPLC (column: Daicel Chiralpack AD, phi0.46*25 cm, solvent: n-hexane/isopropanol=97/3, flow rate: 0.5 ml/min, detection wavelength: 206 nm) 1H-NMR (270 MHz, CDCl3): delta 7.32-7.13 (m, 5H), 5.87-5.72 (m, 1H), 5.34 (d, J=8.9 Hz, 1H), 5.02-4.91 (m, 2H), 4.10-3.86 (m, 2H), 2.84 (s, 3H), 2.19-1.08 (m, 16H), 0.82 (d, J=6.5 Hz, 3H).

The synthetic route of 8-Bromo-1-octene has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Jo, JaeChon; Kwon, HeeAn; Lim, HyunSuk; Choi, JaeYoung; Morikawa, Kazumi; Kanbe, Yoshitake; Nishimoto, Masahiro; Kim, MyungHwa; Nishimura, Yoshikazu; US2003/114524; (2003); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Adding a certain compound to certain chemical reactions, such as: 2695-48-9, name is 8-Bromo-1-octene, 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 2695-48-9, HPLC of Formula: C8H15Br

2-(2-(2-methoxyethoxy)ethoxy)ethanol (0.516 g, 3.140 mmol, 1.2 equiv) and NaH (0.220 g, 9.157 mmol,3.5 equiv) were dissolved in dry THF (10 mL). After 15 min stirring, 8-bromooct-1-ene (0.50 g, 2.616mmol, 1 equiv) was added. The mixture was stirred for 12 hours under nitrogen at 65 C. After solventevaporation, the crude product was purified by flash chromatography (Petroleum Ether/ EtOAc 8:2).0.317 g (48%) of III were obtained. 1H NMR (500 MHz, CDCl3) delta 5.88 – 5.69 (m, 1H, CH), 5.06 – 4.82 (dd, 2H, CH2), 3.67 – 3.60 (m, 8H, CH2O),3.56 (m, J = 5.9, 3.8 Hz, 2H, CH2O), 3.53 (m, J = 5.7, 3.7 Hz, 2H, CH2O), 3.43 (t, J = 6.8 Hz, 2H, CH2O), 3.36(s, 3H, CH3O), 2.07 – 1.98 (m, 2H, CH2), 1.60 – 1.51 (m, 2H, CH2), 1.41 – 1.25 (m, 6H, CH2). 13C NMR (126 MHz, CDCl3) delta 139.20 (1C, CH2), 114.08 (1C, CH), 71.91 (1C, CH2O), 71.42 (1C, CH2O),70.60 (1C, CH2O), 70.57 (1C, CH2O), 70.49 (1C, CH2O), 70.03 (1C, CH2O), 58.99 (1C, CH3O), 33.68 (1C,CH2), 29.55 (1C, CH2), 28.91 (1C, CH2), 28.82 (1C, CH2), 25.91 (1C, CH2).ESI-MS (m/z): 275.2 [M+H+], 297.2 [M+Na+].

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, 8-Bromo-1-octene, other downstream synthetic routes, hurry up and to see.

Reference:
Article; Riccardi, Laura; Gabrielli, Luca; Sun, Xiaohuan; De Biasi, Federico; Rastrelli, Federico; Mancin, Fabrizio; De Vivo, Marco; Chem; vol. 3; 1; (2017); p. 92 – 109;,
Bromide – Wikipedia,
bromide – Wiktionary

2695-48-9, name is 8-Bromo-1-octene, belongs to bromides-buliding-blocks compound, is considered to be a conventional heterocyclic compound, which is widely used in drug synthesis. The chemical synthesis route is as follows. name: 8-Bromo-1-octene

THF (21 mL) was coolecd to -50 C, n-BuLi (2.5 M, 10.3 mL) was added dropwise. After addition, i-Pr2 H (2.6 g, 25.7 mmol, 3.6 mL) was added to the solution dropwise. After addition, the solution was stirred at -50 C for 0.5 hr. Then the solution was warmed up to -30 C, and a solution of compound 14A (1.4 g, 10.3 mmol, 1.4 mL) in THF (10 mL) and Heptane (10 mL) was added. Then a solution of compound 14B (2.4 g, 12.4 mmol, 2.1 mL) in THF (8 mL) was added. The reaction was stirred at -30 C for lhr. The mixture was quenched with H20 (100 mL). The organics were separated and extracted with H20 (50 mL x 2). The aqueous phase was acidified with IN HCl to pH ~ 2 and then extracted with EtOAc (100 mL x 2). The organics were collected, dried with Na2S04, filtered and concentrated to afford compound 14C (4.4 g, crude) as light yellow oil, which was used directly for the next step without further purification. 1H NMR (CDCI3, 400 MHz): delta 7.90 – 7.88 (m, 1H), 7.34 – 7.31 (m, 1H), 7.15 – 7.09 (m, 2H), 5.72 – 5.63 (m, 1H), 4.87 – 4.76 (m, 2H), 2.90 – 2.86 (m, 2H), 1.92 – 1.87 (m, 2H), 1.50 – 1.47 (m, 2H), 1.26 – 1.14 (m, 8H).

The synthetic route of 2695-48-9 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; BLADE THERAPEUTICS, INC.; BUCKMAN, Brad, Owen; YUAN, Shendong; MA, Jingyuan; EMAYAN, Kumaraswamy; ADLER, Marc; (327 pag.)WO2018/9417; (2018); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

2695-48-9, 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 2695-48-9 as follows.

(III) 4-(7-octeneoxy) benzoic acid 8-Bromo-1-octene (23.9 g, 0.125 mole), ethyl 4-hydroxybenzoate (18.28 g, 0.11 mole) and 18-crown-6 (1.35 g, 0.0055 mole) are dissolved in 150 ml of acetone in a 500 ml round-bottomed flask. Potassium carbonate (45.6 g, 0.33 mole) is added to the flask and the resulting mixture is stirred and refluxed for 24 hr. The mixture is filtered to remove the salts and the filtrate is evaporated under reduced pressure to yield a light yellow oil. 200 ml of 2M KOH is added to the oil and the resulting mixture is stirred and refluxed for five hours. The resulting clear yellow solution is cooled to room temperature and acidified with HCl. The resulting white precipitate is filtered off, washed with water, recrystallized from 125 ml of ethanol and dried under vacuum. Yield, 23.4 g (86% based on ethyl 4-hydroxybenzoate).

According to the analysis of related databases, 2695-48-9, the application of this compound in the production field has become more and more popular.

Reference:
Patent; The Aerospace Corporation; US5237076; (1993); A;,
Bromide – Wikipedia,
bromide – Wiktionary

Some common heterocyclic compound, 2695-48-9, name is 8-Bromo-1-octene, molecular formula is C8H15Br, 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. 2695-48-9

1-(7,8-Dihydroxyoctyl)-3,7-dimethylxanthine was used as an intermediate for the synthesis of inventive compound no. 1514 (example 12). To a suspension of sodium hydride (580 mg, 24.2 mmol) in dimethylsulfoxide (100 ml) was added theobromine (3.96 g, 22.0 mmol). After stirring for 30 min, 8-bromo-1-octene (3.96 g, 22 mmol) was added and the mixture was stirred for 16 hr. The mixture was poured into water (200 ml) and extracted with dichloromethane (3*50 ml). The combined organic layers were washed with saturated aqueous sodium chloride solution (50 ml), dried over sodium sulfate, and the solvent was evaporated under vacuum to give 1-(7-octenyl)-3,7-dimethylxanthine (6.22 g, 97% yield) as an oil which solidified upon standing.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 2695-48-9, its application will become more common.

Reference:
Patent; Cell Therapeutics, Inc.; US6020337; (2000); A;,
Bromide – Wikipedia,
bromide – Wiktionary