Water → HCID 131718468, compound

Participants

Reaction Steps

2.71 g (0.01045 mol) of rac-cis-2,3,3a,4,5,9b-hexahydro-3-(3-methyl-butyl)-1H-benzo[e]indol-6-ol were dissolved in 60 ml of toluene. 2.1 g (2.90 ml, 0.0208 mol) of triethylamine and 128 mg (1045 mmol, 0.1 eq.) of 4-dimethylaminopyridine were added thereto in succession and then 1.92 ml (0.02088 mol) of dimethyl chloroformamide were added dropwise thereto. The mixture was boiled under reflux for 2 hours, then cooled, poured into water and extracted with toluene. The organic phase was washed with water, dried with Na2SO4, filtered and concentrated. By chromatography of the residue over silica gel with ethyl acetate there were obtained 2.91 g (84%) of oily rac-cis-2,3,3a, 4,5,9b-hexahydro-3-(3-methyl-butyl)-1H-benzo[e]indol-6-yl dimethylcarbamate.

Provenance & Evidence