Benzoyl chloride, 3,4,5-trimethoxy- → Benzamide, N-(1,2,3,4-tetrahydro-2-methylisoquinolin-5-yl)-3,4,5-trimethoxy-

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Reaction Steps

5-Amino-2-methyl-1,2,3,4-tetrahydroisoquinoline (3.76 g) was dissolved in anhydrous benzene (100 ml) and treated with 3,4,5-trimethoxybenzoyl chloride (5 g) under reflux for 16 hours in the presence of 0.25 g of anhydrous potassium bicarbonate. The precipitated solid was filtered and washed with sodium carbonate solution. The solid was recrystallized from benzene to yield 4.04 g of fine needles; mp 142.8-143.1° C.

Provenance & Evidence