Triethylamine → HCID 13023069, compound

Participants

Reaction Conditions

Reaction Steps

To a solution of 9.0 g hydrogen fluoride in 100 ml toluene cooled to -50° C. was added 25.6 g methyl isocyanate. After stirring for 45 minutes and allowing the mixture to warm to -10° C., 56.4 g of N-methyl-N-formylaminosulfenyl chloride dissolved in 300 ml toluene was added. Triethylamine 45.4 g was added dropwise over a period of 0.5 hr while the temperature was maintained between 0° to 8° C. by external cooling. After stirring for 0.5 hr at ambient temperature, the reaction mixture was diluted with 200 ml ice water. The organic layer was separated, washed with water, dried and concentrated. Distillation of the residue yielded 22.4 g of product. b.p. 60°-62° C./0.2 mm.

Provenance & Evidence