2,6-Difluoro-3-methoxybenzaldehyde → 2,6-Difluoro-3-methoxybenzyl alcohol

Temperature

0 °C

A stirred solution of 600 mg (3.48 mmol) of 2,6-difluoro-3-methoxybenzaldehyde (CAS 149949-30-4) in 8 ml of ethanol at 0° C. was admixed with 65.9 mg (1.74 mmol) of sodium borohydride in portions. After stirring at 0° C. for 30 min, the reaction mixture was quenched with water and extracted three times with methyl tert-butyl ether. The combined organic extracts were washed with water and saturated aqueous sodium chloride solution, and dried with a phase separation cartridge. The solvent was drawn off to dryness under reduced pressure, which gave 550 mg (89% of theory) of the target compound.

1. customat 0° C.
2. customthe reaction mixture was quenched with water
3. extractionextracted three times with methyl tert-butyl ether
4. washThe combined organic extracts were washed with water and saturated aqueous sodium chloride solution
5. customdried with a phase separation cartridge
6. customgave 550 mg (89% of theory) of the target compound

ORD record

ord-253c5a1b6bb64b3c92cb4432a038cc3b

Source dataset

uspto-grants-2016_08

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US09422285B2