HCID 274446, compound → 2,2-DiMethylcyclohexanaMine

Participants

Reaction Conditions

Reaction Steps

In a dry 50 mL 3-neck round-bottomed flask, 2,2-dimethylcyclohexanone oxime (0.235 g, 1.66 mmol) was dissolved in THF (10 mL). Lithium aluminum hydride (1.0 M solution in THF, 4.0 mL, 4.0 mmol) was added dropwise over 15 min at room temperature. The reaction mixture was stirred at 60° C. overnight then cooled to room temperature and carefully quenched with 10 mL of saturated aqueous Rochelle-salt solution. The biphasic mixture was stirred at room temperature overnight then extracted with 2×50 mL of CH2Cl2. The combined organic layers were dried over Na2SO4, filtered, and concentrated to provide 151 mg (71%) of 2,2-dimethylcyclohexylamine as a yellow oil which was used without further purification.

Provenance & Evidence