Sodium borohydride → 8-Hydroxy-2-[4-((R)-2,2,2-trifluoro-1-methoxy-ethyl)-phenyl]-2-aza-spiro[4.5]decan-1-one

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Reaction Conditions

Reaction Steps

2-(4-((R)-2,2,2-trifluoro-1-methoxyethyl)phenyl)-2-azaspiro[4.5]decane-1,8-dione (1.15 g) was dissolved in methanol (30 mL) under argon. The mixture was cooled to 0° C. and sodium borohydride (184 mg) was added in three portions to the cold reaction mixture. The mixture was allowed to warm to RT for 2 hours. The reaction mixture was poured into ice/water and was extracted two times with ethyl acetate. The combined organic layers were washed with brine, dried over Na2SO4, filtered and the solvent was evaporated. The residue was dried at high vacuum and was used without further purification. Colorless foam (1.2 g), mixture of cis and trans alcohols. MS (ESI): 358.2 (MH+).

Provenance & Evidence