Sodium borohydride → 6-Bromo-2,3-dihydro-1-benzofuran-3-ol

To a solution of 6-bromo-benzofuran-3-one (10.5 g, 49.28 mmol) in methanol (100 ml) was added NaBH4 (2.37 g, 64.07 mmol) at 0° C. The reaction mixture was then stirred for 2 hours at room temperature. It was subsequently quenched with saturated ammonium chloride solution (50 ml) and extracted twice with ethyl acetate (2×50 ml). The combined organic phases were dried over Na2SO4 and evaporated under reduced pressure to give 9.75 g (92%) of the title compound as colorless liquid.

1. customIt was subsequently quenched with saturated ammonium chloride solution (50 ml)
2. extractionextracted twice with ethyl acetate (2×50 ml)
3. dry with materialThe combined organic phases were dried over Na2SO4
4. customevaporated under reduced pressure

ORD record

ord-8f7788a8c8d54cbf90a57bb66c3784ec

Source dataset

uspto-grants-2013_11

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US08592426B2