Triethylamine → HCID 10139062, compound

Participants

Reaction Steps

A solution of 400 μl (2.5 mmol) of hexyl chloroformate in 5 ml of dichloromethane is added dropwise to a solution of 1 g (2.3 mmol) of 5-(3′-methylaminomethylbiphenyl-4-ylmethyl)-thiazolidine-2,4-dione trifluoroacetate and 1 ml (7.0 mmol) of triethylamine in 15 ml of dichloromethane. The reaction medium is stirred at room temperature for 3 hours, placed in water and extracted with ethyl acetate. The organic phase is separated out after settling of the phases has taken place, dried over magnesium sulfate, filtered and evaporated. The residue obtained is purified by chromatography on a column of silica eluted with a mixture of heptane and ethyl acetate (8/2). After evaporation of the solvents, 300 mg (30%) of hexyl N-[4′-(2,4-dioxothiazolidin-5-ylmethyl)biphenyl-3-ylmethyl]-N-methylcarbamate are obtained in the form of a colorless oil.

Provenance & Evidence