Triethylamine → HCID 178445616, compound

Participants

Reaction Conditions

Reaction Steps

7.5 g of ethyl acrylate are dissolved in 100 ml of dry dioxan under nitrogen gasification, treated with 6.1 g of triethylamine and 1.4 g of 3-(2-ethoxyethyl)-5-(2-hydroxyethyl)-4-methyl-1,3-thiazolium bromide and heated to 80° C. A solution of 19.6 g of 3-(trans-4-butylcyclohexyl)propanal and 7.5 g of ethyl acrylate in 50 ml of dioxan is added dropwise within 5 hours. The mixture is stirred at 80° C. for a further 15 hours, then cooled to room temperature and freed from solvent on a rotary evaporator. The residue is taken up in 200 ml of tert.butyl methyl ether and washed successively with dilute sulphuric acid, dilute sodium hydrogen carbonate solution and water. The aqueous phases are back-extracted with 100 ml of tert.butyl methyl ether. The combined organic phases are dried over sodium sulphate and freed from solvent on a rotary evaporator. The crude product of ethyl 6-(trans-4-butylcyclohexyl)-4-oxo-caproate obtained is recrystallized from ethyl acetate.

Provenance & Evidence