Iodine → HCID 22479029, compound

Participants

Reaction Steps

A solution of 1.0 g of 1,2,3,4-tetrahydro-6,7-dimethoxy-4,4-dimethyl-isoquinoline in 100 ml of ethanol is treated with 2.3 g of iodine and 0.49 g of sodium acetate and heated under reflux for 1 hour. The reaction mixture is cooled down and 30 ml of a 10% sodium thiosulphate-solution is added. The mixture is then diluted with water and extracted with dichloromethane (2×100 ml). The combined organic extracts are washed with brine, dried over sodium sulfate and concentrated in vacuo. The foamy residue is purified by chromatography (SiO2, dichloromethane-1% ammonia in methanol, 0-12%) to give the title compound as a yellowish oil (0.72 g), MS (ISP) 220.4 (M+H)+.

Provenance & Evidence