Formamide → HCID 11438410, compound

Participants

Reaction Steps

A solution of 4-formylbenzonitrile (5.2 g, 39.65 mmol, 1.00 equiv), formamide (4.5 g, 99.91 mmol, 2.52 equiv), 4-methylbenzene-1-sulfinic acid (8.7 g, 55.70 mmol, 1.40 equiv) and chlorotrimethylsilane (6.5 g, 59.83 mmol, 1.51 equiv) in toluene (5 mL) and CH3CN (5 mL) was stirred at 50° C. for 26 h. The resulting solution was diluted with 100 mL of water and then extracted with 3×50 mL of ethyl acetate. The organic layers were combined then washed with 3×50 mL of water and 2×50 mL of brine. It was then dried over anhydrous sodium sulfate and concentrated under vacuum to give 6 g of crude N-((4-cyanophenyl)(tosyl)methyl)formamide as a light brown solid.

Provenance & Evidence