反应详情

To a solution of 4-chloro-3-methoxybenzoic acid (4.88 g, 26.2 mmol) in THF (50 mL) was added borane-THF complex (52 mL 1M solution in THF, 52 mmol) via addition funnel over 10 min. The reaction mixture was refluxed for 2 hr, cooled, extracted with EtOAc, washed with water, 5% Na2CO3 and brine, dried and concentrated in vacuo to give (4-chloro-3-methoxyphenyl)methan-1-ol (4.5 g, 99%). ES-MS (M+H−H2O)+=155, 157 (Cl).

1. additionvia addition funnel over 10 min
2. temperatureThe reaction mixture was refluxed for 2 hr
3. temperaturecooled
4. extractionextracted with EtOAc
5. washwashed with water, 5% Na2CO3 and brine
6. customdried
7. concentrationconcentrated in vacuo