1-bromo-4-(2,2-difluorocyclopropyl)benzene synthesis
- Product Name:1-bromo-4-(2,2-difluorocyclopropyl)benzene
- CAS Number:1275621-14-1
- Molecular formula:C9H7BrF2
- Molecular Weight:233.05
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Yield:1275621-14-1 400 mg
Reaction Conditions:
with tetrabutylammomium bromide in toluene at 110; for 6 h;
Steps:
112
A mixture of 1-bromo-4-vinyl-benzene (500 mg, 2.73 mmol), [bromo(difluoro)methyl]- trimethyl-silane (832.15 mg, 4.1 mmol) and TBAB (26.42 mg, 0.08 mmol) in toluene (5 mL) was stirred at 110 C for 6 hours. After cooling to r.t, the mixture was diluted with _0 (10 mL) and extracted with EtOAc (10 mL x 2). The combined organic phase was washed with brine (10 mL), dried over Na2S04, filtered and concentrated to give the crude product. The crude product was purified by flash chromatography on silica gel (EtOAc in PE = 0% to 50%) to give the product (400 mg, 1.72 mmol) as an oil. H NMR (400MHz, CDC13) _ = 7.31 - 7.27 (m, 2H), 6.93 (d, 2H), 2.53 (dt, 1H), 1.91 -1.77 (m, 1H), 1.47 -1.39 (m, 1H).
References:
WO2018/98499,2018,A1 Location in patent:Page/Page column 218
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