3,5-Difluorobenzaldehyde → 3,5-Difluorobenzyl alcohol

Temperature

2.5 °C

To a solution of 3,5-difluorobenzaldehyde (2.00 g, 14.1 mmol) in MeOH (20 mL) at 0-5° C. was added NaBH4 (1.06 g, 28.1 mmol) portionwise. The mixture was stirred at 0-5° C. for 1 h, quenched with brine, and then extracted with EtOAc (2×). The combined organic phases were washed with water and brine, then dried over Na2SO4 and concentrated under reduced pressure to give sub-title compound as a colorless oil. %). 1H NMR (300 MHz, CDCl3) δ 6.88 (m, 2H), 6.70 (m, 1H), 4.69 (s, 2H), 1.88 (br s, 1H) ppm.

1. customquenched with brine
2. extractionextracted with EtOAc (2×)
3. washThe combined organic phases were washed with water and brine
4. dry with materialdried over Na2SO4
5. concentrationconcentrated under reduced pressure

ORD record

ord-1e8cd699dd444c3db7e420ab3ce7a7a5

Source dataset

uspto-grants-2015_12

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US09200004B2