Aluminium lithium hydride → Tert-butyl 3-formylcyclohexyl(methyl)carbamate

Participants

Reaction Conditions

Reaction Steps

To a cold (0° C.) suspension of LiAlH4 (380 mg, 9.9 mmol) in Et2O (40 mL) was added dropwise a solution of tert-butyl N-[3-(N-methoxy-N-methylcarbamoyl)cyclohexyl]-N-methylcarbamate (2.38 g, 7.92 mmol) in Et2O (40 mL) over 10 min. The reaction mixture was stirred at 0° C. for 0.5 hr, and quenched with 1N KHSO4 (100 mL). The organic phase was separated, dried over MgSO4 and evaporated to give tert-butyl 3-formylcyclohexyl(methyl)carbamate as a colorless oil, which was used for next step without purification (1.66 g, yield; 87%).

Provenance & Evidence