Stannous Chloride → HCID 22462531, compound

Participants

Reaction Steps

A stirred solution of 3-(1-methyl-1,2,5,6-tetrahydropyridin-4-yl)-5-nitrobenzo[b]thiophene (D13, 470 mg, 1.7 mmole) in ethanol (35 ml) at 60° C. under argon was treated over 5 minutes with a solution of tin (II) chloride (2.0 g, 10.5 mmole) in concentrated HCl acid (4 ml) and the mixture then heated at reflux for 1.5 hours. The reaction mixture was allowed to cool and the precipitate filtered off, washed with ethanol and dried. This was then shaken well with 10% Na2CO3 solution (50 ml) and dichloromethane (100 ml), and the organic layer separated, dried (Na2SO4) and concentrated in vacuo to afford the title compound as a yellow oil (310 mg, 75%).

Provenance & Evidence