Sodium Hydroxide → HCID 59526473, compound

Participants

Reaction Steps

6,7-Dimethoxy-5,8-dimethyl-1,2,3,4-tetrahydroisoquinoline acetamide (396 mg) was dissolved in 1,4-dioxane (10 ml). NaOH (10 ml, 2M aq.) was added and the mixture was refluxed for 21 h. Organic solvents were evaporated and the aq. residue was extracted with dichloromethane (4×20 ml). Combined organics were dried (MgSO4), filtered and evaporated. The product was purified by flash chromatography using EtOAc/MeOH/Et3N (20/2/1→16/4/1) as eluent to give 116 mg (42%) of 6,7-dimethoxy-5,8-dimethyl-1,2,3,4-tetrahydroisoquinoline as a clear, oily residue.

Provenance & Evidence