反应详情

温度

32.5 °C

A solution of 4-bromo-1-chloro-2-(trifluoromethyl)benzene (0.165 mol) in THF (30 ml) was added dropwise under N2 flow to a suspension of Mg (0.181 mol) and a crystal of I2 in THF (20 ml). The mixture was stirred at 30-35° C. for 2.5 hours and then cooled to 10° C. The mixture was added dropwise at 5° C. under N2 flow to a solution of N-(2-chloro-3-formylphenyl)acetamide (0.0788 mol) in THF (500 ml). The mixture was stirred at RT for 3 hours, poured out into ice and NH4Cl, and extracted with EtOAc. The organic layer was separated, dried, filtered and the solvent was evaporated. The residue was purified by column chromatography (eluent: CH2Cl2/CH3OH 98.5/1.5). The pure fractions were collected and the solvent was evaporated, yielding 22.2 g (74%) of (±)-N-[2-chloro-3-[[4-chloro-3-(trifluoromethyl)phenyl]hydroxymethyl]phenyl]acetamide (interm. 25).

1. temperaturecooled to 10° C
2. stirringThe mixture was stirred at RT for 3 hours
3. extractionextracted with EtOAc
4. customThe organic layer was separated
5. customdried
6. filtrationfiltered
7. customthe solvent was evaporated
8. customThe residue was purified by column chromatography (eluent: CH2Cl2/CH3OH 98.5/1.5)
9. customThe pure fractions were collected
10. customthe solvent was evaporated