Sodium borohydride → HCID 86711471, compound

Temperature

0 °C

A solution of 1-(4,5-dichloro-3-iodo-2-methoxyphenyl)ethanone (4.1 g, 12 mmol) in methanol (59 mL) at 0° C. was treated with sodium tetrahydroborate (0.45 g, 12 mmol) and stirred at 0° C. for 1 h. The reaction mixture was quenched with water (50 mL) 0° C., and diluted with saturated sodium bicarbonate (50 mL) and ethyl acetate (100 mL). The aqueous layer was separated and extracted with additional ethyl acetate (50 mL). The combined organic layers were washed with brine (50 mL), dried with magnesium sulfate, filtered, and concentrated to give the desired product (quantitative). This material was used without further purification. LCMS for C9H8Cl2IO (M−OH)+: m/z=328.9, 330.9. Found: 328.9, 330.9.

1. customThe reaction mixture was quenched with water (50 mL) 0° C.
2. additiondiluted with saturated sodium bicarbonate (50 mL) and ethyl acetate (100 mL)
3. customThe aqueous layer was separated
4. extractionextracted with additional ethyl acetate (50 mL)
5. washThe combined organic layers were washed with brine (50 mL)
6. dry with materialdried with magnesium sulfate
7. filtrationfiltered
8. concentrationconcentrated

ORD record

ord-caf21ed0d45841689941337ebe85ec06

Source dataset

uspto-grants-2015_09

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US09126948B2