反应详情

To a solution of methyl 2-chloro-5-fluorobenzoate (23, 35.0 g, 185.6 mmol) in dry THF (150 mL) was added NaBH4 (21.2 g, 557 mmol). Methanol (40 mL) was added dropwise at RT. After the addition, the mixture was stirred at RT for 1 h. Water (300 mL) was slowly added. The mixture was extracted with CH2Cl2 (200 mL×2). The combined extracts were washed with saturated NaHCO3 and brine, dried over MgSO4, and concentrated to give (2-chloro-5-fluorophenyl)methanol (24).

1. additionAfter the addition
2. extractionThe mixture was extracted with CH2Cl2 (200 mL×2)
3. washThe combined extracts were washed with saturated NaHCO3 and brine
4. dry with materialdried over MgSO4
5. concentrationconcentrated