Sodium borohydride → 1-(5-Amino-4-bromo-2-chloro-phenyl)-ethanol

To a solution of 1-(5-amino-4-bromo-2-chloro-phenyl)-ethanone (0.25 g, 1.00 mmol) in methanol (5 ml) was added NaBH4 (0.076 g, 2.01 mmol). The mixture was stirred at room temperature for two hours, then quenched by addition of 2N HCl and taken to neutral pH with pH7 buffer. The mixture was extracted with dichloromethane, and the combined organic layers were washed with water and brine, dried over MgSO4, filtered and concentrated to dryness under reduced pressure. Purification of the residue by flash chromatography (hex:EtOAc/7:3) gave 1-(5-amino-4-bromo-2-chloro-phenyl)-ethanol 0.195 g (77%) as a clear oil.

1. customquenched by addition of 2N HCl
2. extractionThe mixture was extracted with dichloromethane
3. washthe combined organic layers were washed with water and brine
4. dry with materialdried over MgSO4
5. filtrationfiltered
6. concentrationconcentrated to dryness under reduced pressure
7. customPurification of the residue by flash chromatography (hex:EtOAc/7:3)

ORD record

ord-b58ab81e793548f4a3a15abae358b3ff

Source dataset

uspto-grants-2012_04

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US08153809B2