Hydrochloric Acid → HCID 11681854, compound

Participants

Reaction Steps

2-{[4-(Allyloxy)phenyl]thio}-N-cyclohexyl-2-methylpropanamide was dissolved in THF and treated with 9-BBN at rt under N2. After stirring at rt for 18 h, ethanol, 1N NaOH and a 30% H2O2 solution were added successively to the reaction mixture. After stirring for a few hours, the reaction mixture was acidified with 1N HCl to pH 2. Water and CH2Cl2 were added and the layers were separated. The organic layer was dried over MgSO4, filtered and concentrated. The residue was purified by flash chromatography (silica, hexanes:EtOAc, 2:1 to 1:1) to provide the desired alcohol as a white solid. LCMS: (M+H)+=352.2.

Provenance & Evidence