Hydrochloric Acid → Ethyl 4-propenylcyclohexanecarboxylate

Participants

Reaction Steps

240 g of ethyl 4-formylcyclohexanecarboxylate were dissolved in 2.4 l of THF at 10-15° C. under nitrogen, and 531 g of ethyltriphenylphosphonium bromide were added. 160 g of potassium tert-butoxide were introduced in portions into the resultant suspension over a period of 1.5 hours, the temperature being held at below 20° C. After the mixture had been stirred overnight, the mixture was hydrolyzed using water the next day and rendered slightly acidic using 2 N HCl. Conventional work-up gave ethyl 4-propenylcyclohexanecarboxylate as an E/Z isomer mixture.

Provenance & Evidence