Citric Acid → HCID 19390047, compound

Participants

Reaction Steps

To a solution of 9-(tert-butyldimethylsilanyloxymethyl)-spiro[5.5]undecan-3-one (1.5 g) obtained in Step 3 in methanol (24 mL) was added sodium borohydride (0.17 g) under ice-cooling, followed by stirring the reaction mixture under ice-cooling for 0.5 hour. After addition of saturated aqueous citric acid solution, the reaction mixture was concentrated in vacuo, followed by extraction with ethyl acetate. The organic layer was washed with saturated brine, dried and concentrated. The residue was purified by column chromatography on silica gel (ethyl acetate:hexane (volume ratio)=1:19 to 1:4) to give 9-(tert-butyldimethylsilanyloxymethyl)-spiro[5.5]undecan-3-ol (0.47 g).

Provenance & Evidence