Potassium Carbonate → [2-Chloro-6-(isopropylamino)phenyl]methanol

Participants

Reaction Steps

To a mixture of (2-amino-6-chlorophenyl)methanol (2.3 g, 14.6 mmol, step 1), acetic acid (14 mL), sodium acetate hydrate (4.8 g, 58.5 mmol), acetone (7 mL), ethanol (4.8 mL), and water (14 mL) was added a solution of sodium borohydride (1.66 g, 43.9 mmol) in 2N aqueous sodium hydroxide solution (4.8 mL) at 0° C. over a period of 4 h. The mixture was basified with potassium carbonate (3 g) and added water (150 mL). The aqueous layer was extracted with n-hexane. The organic layer was dried over sodium sulfate and concentrated in vacuo to give 2.74 g of the mixture of title compound and 5-chloro-2,2-dimethyl-1,4-dihydro-2H-3,1-benzoxazine (1:1). The mixture was used next reaction without further purification.

Provenance & Evidence