Potassium Bicarbonate → (4-Fluoro-2-methoxyphenyl)methanol

An ice-cold solution of 5.6 g of 4-fluoro-2-methoxy-benzaldehyde in 75 ml of methanol was treated portionwise (5 portions within 50 minutes) with 1.51 g (40 mmol) of sodium borohydride and the reaction mixture was stirred for another 1 hour at room temperature. A dispersion of 7 g of potassium hydrogencarbonate in 20 ml of water was added and the mixture stirred for 30 minutes at room temperature. Thereupon, most of the methanol was evaporated under reduced pressure and the residue extracted with dichloromethane. The organic phase was separated, dried and concentrated under reduced pressure to yield 5.15 g (91% of theory) of (4-fluoro-2-methoxy-phenyl)-methanol as a white solid; MS: 156 (M)+.

1. stirringthe mixture stirred for 30 minutes at room temperature
2. customThereupon, most of the methanol was evaporated under reduced pressure
3. extractionthe residue extracted with dichloromethane
4. customThe organic phase was separated
5. customdried
6. concentrationconcentrated under reduced pressure

ORD record

ord-8bc15be1e83d418a9a0ed732797edd56

Source dataset

uspto-grants-2002_04

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US06376672B1