Sodium Carbonate → 2,3-Dihydro-6-(2-dimethylaminoethoxy)-5-methoxy-1H-indole

Participants

Reaction Steps

A stirred solution of 6-(2-dimethylaminoethoxy)-5-methoxy-1H-indole (D13, 0.50 g, 2.1 mmole) in glacial acetic acid (10 ml) at room temperature was treated portionwise over 15 minutes with sodium cyanoborohydride (0.25 g, 4.0 mmole). After 2 hours the solution was diluted with water (50 ml), basified by addition of Na2CO3 and then extracted with ethyl acetate (2×50 ml). The combined extract was dried (Na2 SO4), and concentrated in vacuo to leave the title compound as a brown oil (0.37 g, 73%).

Provenance & Evidence