Sodium Azide → ethyl 4,5,6,7-tetrahydro-1H-indole-2-carboxylate

Participants

Reaction Conditions

Reaction Steps

To a mixture of ethyl 3-(2-chlorocyclohex-1-enyl)acrylate (21.4 g, 100 mmol) in DMSO (100 mL) was added sodium azide (9.75 g, 150 mmol). The reaction mixture was heated at 105° C. for 4 h. After cooling to room temperature, the mixture was poured into ice water. The resulting precipitate was collected by filtration to afford 195a (18.0 g, 93.3%). MS-ESI: [M+H]+ 194.

Provenance & Evidence