Borohydride → (2-Amino-4-methoxyphenyl)methanol

To a solution of 2-amino-4-methoxybenzoic acid (15.0 g, 89.8 mmol) in THF (300 mL) was added borohydride in THF (450 mL, 450 mmol) at 0° C., and the reaction mixture was stirred at RT overnight. LCMS showed the reaction was completed. The reaction was quenched with water (150 mL) and extracted with ethyl acetate (500 mL×3). The organic layers were separated, combined, washed with water (200 mL) and brine (200 mL), dried over sodium sulfate, filtered and concentrated to afford the title compound. MS (ES+) C8H11NO2 requires: 153. Found: 154 [M+H]+.

1. customThe reaction was quenched with water (150 mL)
2. extractionextracted with ethyl acetate (500 mL×3)
3. customThe organic layers were separated
4. washwashed with water (200 mL) and brine (200 mL)
5. dry with materialdried over sodium sulfate
6. filtrationfiltered
7. concentrationconcentrated

ORD-Eintrag

ord-4842e9688a274cf19bcbda42b9736dcc

Quelldatensatz

uspto-grants-2015_09

DOI

10.6084/m9.figshare.5104873.v1

Patentnummer

US09126951B2