Category: 3722-78-9

Reference of 3722-78-9, The chemical industry reduces the impact on the environment during synthesis 3722-78-9, name is 8-Bromochroman, I believe this compound will play a more active role in future production and life.

Example 10 8-(4,4,5,5-Tetramethyl-l,3,2-dioxaborolan-2-yl)chromane 8-Bromochromane (described in Gerard H. Thomas et al. Tetrahedron. Lett. 1998, 39, 2219-2222, 426 mg, 2 mmol), 4,4,4′,4I,5,5,5′,51-octamethyl-2,2′-bi-l,3,2-dioxaborolane (609 mg, 2.4 mmol), [l,r-bis(diphenylphosphino)ferrocene]palladium(II) chloride dichloromethane adduct (50 mg, 0.06 mmol), potassium acetate (590 mg, 6 mmol) and 1,2- dimethoxyethan (3 mL) was irradiated in a microwave at 150 0C for 15 min. When cooled to ambient temperature the mixture was diluted with water (5 mL) and extracted with diethyl ether (3 x 20 mL). The crude product was purified by flash chromatography, using dichloromethane/methanol (95:5) as the eluent, to give 290 mg (56% yield) of the title compound. 1H-NMR (400 MHz5 OMSO-d6): delta 7.32 (dd, J = 7.3, 1.5 Hz, IH), 7.12 (dd, J = 7.4, 1.6 Hz, IH), 6.76 (t, J = 7.4 Hz5 IH)54.12 (t, J = 5.0 Hz52H)5 2.71 (t, J = 6.5 Hz52H), 1.92-1.84 (m, 2H), 1.25 (s, 12H).

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-Bromochroman, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; ASTRAZENECA AB; ASTEX THERAPEUTICS LTD; WO2007/73284; (2007); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Application of 3722-78-9, As we all know, there are many different methods for the synthesis of a compound, and people can choose the synthesis method that suits their own laboratory according to the actual situation. 3722-78-9 name is 8-Bromochroman, This compound is widely used in many fields, so it is necessary to find a new synthetic route. The downstream synthesis method of this compound is introduced below.

EXAMPLE 22 Trans-2-[4-(3,4-dihydro-2H-chromen-8-yl)-1,2,3,6-tetrahydropyrid-1-yl]-5-fluoroindan-1-ol Prepared using, in succession, the methods described in Examples 18 and 19, but using 8-bromo-3,4-dihydro-2H-chromene in Step 1 of Example 18, and using 2-bromo-5-fluoro-indan-1-one in Step 2 of Example 18.

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 8-Bromochroman, and friends who are interested can also refer to it.

Reference:
Patent; Adir et Compagnie; US5958927; (1999); A;,
Bromide – Wikipedia,
bromide – Wiktionary

Synthetic Route of 3722-78-9,Some common heterocyclic compound, 3722-78-9, name is 8-Bromochroman, molecular formula is C9H9BrO, 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.

8-Bromochromane (17) was prepared from commercial 2,6-dibromophenol according to the literature procedure [Kerrigan, F.; Martin, C; Thomas, G.H. Tetrah. Lett. 1998, 39, 2219]. To 8-bromochromane (17) (0.1 8 g, 0.84 mmol) in dry tetrahydrofuran (2 mL) at -78 C under argon 2.5 M n-BuLi in hexanes (0.34 ml, 0.85 mmol) was added slowly. The reaction was stirred at this temperature for 30 min and then S02 (g) was bubbled through the solution for 3 minutes. The reaction was stirred at -78 C then warmed to room temperature and the solvent was evaporated. The residue was dissolved in 2 ml of DCM and NCS (0.1 12 g, 0.84 mmol) was added at r.t. , the reaction mixture stirred for 1 h, then diluted with 15 mL DCM, washed with water, brine, dried over sodium sulfate and the solvent was removed under vacuum. The residue was purified by column chromatography on silica gel (eluent petroleum ether-ethyl acetate, 3: 1 ) to give 0.054 g (30%) of compound 18. Compound was unstable under GCMS and LCMS conditions. NMR (CDCI3) delta: 7.78-7.75 (m, 1H), 7.39-7.36 (m, 1H), 6.95 (t, J=7.8 Hz, 1 H), 4.46 (t, J=5.4 Hz, 2H), 2.88 (t, J=6.5 Hz, 2H), 2.16-2.09 (m, 2H).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 8-Bromochroman, its application will become more common.

Reference:
Patent; LATVIAN INSTITUTE OF ORGANIC SYNTHESIS; JIRGENSONS, Aigars; LOZA, Einars; CHARLTON, Michael; FINN, Paul William; RIBAS DE POUPLANA, Lluis; SAINT-LEGER, Adelaide; (76 pag.)WO2016/129983; (2016); 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. 3722-78-9, name is 8-Bromochroman, A new synthetic method of this compound is introduced below., Recommanded Product: 3722-78-9

[0037] Prepare AP Ex 4 as follows. Add 8-bromochroman (407 mg, 1.91 mmol) in dry tetrahydrofuran (THF, 10 mL) cooled in a dry ice/acetone bath to a glass jar with a PTFE- coated stirbar. Stir the contents of the glass jar and add n-BuLi (2.5M in hexanes, 0.76 mL, 1.9 mmol) dropwise. Stir the contents of the glass jar at -78 C for 1.5 hrs. Add a suspension of chlorobis(2-methoxyphenyl)phosphine (482 mg, 1.72 mmol) in dry THF (15 mL) over the course of 10 minutes (min). Allow the contents of the glass jar to warm to 23 C. Stir the contents of the glass jar for 2 hrs at 23 C and remove volatiles with a rotary evaporator. Quench the reaction with water (10 mL) and wash with dichloromethane (DCM). Dry the organic layer over MgS04, filter, and remove volatiles with a rotary evaporator. Add the organic layer, warm ethanol (55 mL, 50 C), and DCM (8 mL) to a second glass jar to recrystallize the organic layer. Collect 2 crops of crystals from mother layer to yield AP Ex 4 (359 mg, 55% yield) in crystalline form. [0038] Analyze AP Ex 4 by XH, 13C, and 31P NMR spectroscopy to confirm formation. XH NMR (400 MHz, CDC13) delta 7.32 (t, J= 7.7 Hz, 2H), 7.03 (d, J= 7.5 Hz, 1H), 6.94 – 6.77 (m, 4H), 6.71 (t, J= 5.6 Hz, 3H), 6.53 – 6.42 (m, 1H), 4.10 (apparent t, J= 5.0 Hz, 2H), 3.75 (s, 6H), 2.81 (t, J= 6.4 Hz, 2H), 1.95 (dt, J= 11.4, 5.7 Hz, 2H); 13C NMR (101 MHz, CDC13) 6 161.61 (d, J= 16.8 Hz), 133.84 (s), 131.54 (s), 130.38 (s), 129.80 (s), 124.93 (d, J= 13.5 Hz), 123.63 (d, J= 12.8 Hz), 120.81 (s), 119.98 (s), 110.18 (s), 66.59 (s), 55.76 (s), 25.07 (d, J= 1.7 Hz), 22.31 (s); 31P NMR (162 MHz, CDC13) delta -38.86 (s).

The synthetic route of 3722-78-9 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; DOW GLOBAL TECHNOLOGIES LLC; CLARK, Thomas P.; SPINNEY, Heather A.; HOUSE, Sarah E.; BRIGGS, John R.; CUMMINS, Clark H.; KLINKENBERG, Jessica L.; WO2014/205025; (2014); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Adding a certain compound to certain chemical reactions, such as: 3722-78-9, name is 8-Bromochroman, 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 3722-78-9, Safety of 8-Bromochroman

EXAMPLE 20 4,5-bis-(4-Chloro-phenyl)-2-chroman-8-yl-4,5-dihydro-1H-imidazole To a solution of 8-bromo-chroman (1.434 g, 6.730 mmol, prepared from 2,6-dibromo-phenol using the procedure reported by Thomas, G. H. et al. Tetrahedron Lett. 1998, 39, 2219-22) in dimethylformamide (10 mL) at room temperature was added zinc cyanide (790 mg, 6.730 mmol). The mixture was degassed by passing argon through for 2 h before tetrakis(triphenylphosphine)palladium (778 mg, 0.673 mmol) was added. The reaction mixture was heated at 90 C. for 12 h. Upon cooling to room temperature, it was diluted with diethyl ether (100 mL) and washed with sodium bicarbonate, brine and dried over anhydrous sodium sulfate. The solid was filtered off, and the filtrate was concentrated in vacuo. Purification of the crude residue by flash chromatography (Biotage system, KP-Sil 32-63 mum, 60 A silica gel) eluding with 10-20% ethyl acetate in hexanes yielded chroman-8-carbonitrile (370 mg, 35%). Hydrogen chloride gas was passed through a solution of chroman-8-carbonitrile (370 mg, 1.736 mmol) in anhydrous ethanol (15 mL) at 0 C. After 1 h, hydrogen chloride gas was stopped and the reaction vessel was sealed with a stopper. After stirring at room temperature for 1 d, the reaction vessel was cooled to 0 C. and the stopper was removed. The solvent was evaporated in vacuo to afford chroman-8-carboximidic acid ethyl ester hydrochloride (491 mg, 88%). It was used without further purification. A solution of meso-1,2-bis-(4-chloro-phenyl)-ethane-1,2-diamine (352 mg, 1.25 mmol), chroman-8-carboximidic acid ethyl ester hydrochloride (491 mg, 2.031 mmol) and triethylamine (350 muL, 2.5 mmol) in ethanol (10 mL) was heated at reflux for 12 h. The solvent was removed and the residue was purified by flash chromatography (Biotage system, KP-Sil 32-63 mum, 60 A silica gel) eluding with 0-5% methanol in ethyl acetate to afford 4,5-bis-(4-chloro-phenyl)-2-chroman-8-yl-4,5-dihydro-1H-imidazole as an off-white foam (189 mg, 36%). HR-MS (ES, m/z) calculated for C24H21N2OCl2 [(M+H)+] 423.126, observed 423.1026.

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-Bromochroman, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Hoffmann-La Roche Inc.; US6617346; (2003); B1;,
Bromide – Wikipedia,
bromide – Wiktionary