Hydroquinone → HCID 178459245, compound

Participants

Reaction Conditions

Reaction Steps

12.23 g of 1-(trans-4-pentylcyclohexyl)-3-chloropropan-1-one and 112 mg of hydroquinone were dissolved in 120 ml of absolute dioxan in a sulphonation flask with stirrer, thermometer, reflux condenser, dropping funnel and nitrogen gasification [in an analogous manner to Chem. Ber. 109 (1976) 3426 and 111 (1978) 2825] and 12.6 g of triethylamine were added dropwise within 10 minutes. The mixture was subsequently stirred at 80° C. for 3.5 hours, cooled to 15° C., the precipitated triethylamine hydrochloride was filtered off under suction, back-washed with 50 ml of dioxan and the solvent was evaporated on a rotary evaporator. The oil obtained was taken up in 100 ml of chloroform, washed firstly with 100 ml of 5% sodium hydrogen carbonate solution and then with 100 ml of water (the aqueous phases were each extracted with a small amount of chloroform), dried over sodium sulphate and freed from solvent. The oily 1-(trans-4-pentylcyclohexyl)-2-propen-1-one obtained was further processed without additional purification.

Provenance & Evidence