Sodium Hydroxide → HCID 131718471, compound

Participants

Reaction Steps

2.88 g (0.00936 mol) of rac-cis-2,3,3a,4,5,9b-hexahydro-6-methoxy-3-phenethyl-1H-benzo[e]indole were dissolved in 0.106 l of 48% aqueous HBr and boiled under reflux for 5 hours. The mixture was poured into an ice-cold aqueous solution of 37.4 g (0.936 mol) of NaOH. Then, solid NaHO3 was added thereto and the mixture was extracted three times with CH2Cl2. The organic phase was washed with saturated aqueous NaHCO3 and NaCl solutions, dried with Na2SO4, filtered and concentrated. By chromatography of the residue over silica gel with cyclo-hexane/ethyl acetate 1:1 there were obtained 2.69 g (98%) of oily rac-cis-2,3,3a,4,5,9b-hexahydro-3-phenethyl-1H-benzo[e]indol-6-ol.

Provenance & Evidence