Methanol → HCID 178439172, compound

Participants

Reaction Steps

To a solution of methyl 2-(trans-4-(N-cyclopropyl-4-isopropylbenzamido)cyclohexyl)acetate (0.100 g, 0.28 mmol) in THF (3 mL) was added lithium borohydride (2 M solution in THF, 0.14 mL, 0.28 mmol) at 0° C. The reaction mixture was checked after being stirred overnight. HPLC-MS showed product and starting material. More lithium borohydride (0.14 mL) (2 M solution in THF) and MeOH (0.1 mL) were added to the mixture. After being stirred overnight, the reaction mixture was quenched with saturated NH4Cl (10 mL) and then extracted with EtOAc twice. The organic phase was dried over Na2SO4 and concentrated in vacuo. The crude product was purified by silica gel chromatography eluting with 55% EtOAc-hexane. The alcohol product was obtained as a sticky white solid (80 mg). MS: 330 (M+1), C2131NO2.

Provenance & Evidence