Diethyl Oxalate → 2,3-Quinoxalinedione, octahydro-, (4aR,8aS)-

Participants

Reaction Conditions

Reaction Steps

To a solution of cis-1,2-diaminocyclohexane (4.8 g, 42 mmol) in dimethoxy ethylene (100 mL) was added slowly diethyl oxalate (28.5 mL, 210 mmol). The reaction mixture was stirred at room temperature for 0.5 h and at 100° C. for 2 h. After the suspension was cooled down to room temperature, the resulting white solid precipitate was collected by filtration. The precipitate was washed with diethyl ether and dried to yield (4aR,8aS)-octahydro-2,3-quinoxalinedione (4.6 g, 66%). LCMS: (M+H)+: 169.1.

Provenance & Evidence