Water → HCID 131718481, compound

Participants

Reaction Steps

3.37 g (0.01065 mol) of rac-cis-2,3,3a,4,5,9b-hexahydro-3-(3-morpholin-4-yl-propyl)-1H-benzo[e]indol-6-ol were dissolved in 60 ml of toluene. 2.155 g (2.97 ml, 0.0214 mol) of triethyl-amine and 130 mg (1065 mmol, 0.1 eq.) of 4-dimethylaminopyridine were added thereto in succession and then 1.96 ml (0.0213 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 methanol there were obtained 3.66 g (89%) of oily rac-cis-2,3,3a,4,5,9b-hexahydro-3-(3-morpholin-4-yl-propyl)-1H-benzo[e]indol-6-yl dimethylcarbamate.

Provenance & Evidence