p-Acetoxybenzoyl chloride → HCID 10862141, compound

Participants

Reaction Steps

4-Acetoxybenzoyl chloride (53.6 g) was added to a suspension of aluminum chloride (36.5 g) in dichloromethane (500 ml). After the mixture was stirred for 20 minutes at room temperature, a solution of ethyl 4-(indolizin-3-yl)butyrate (57.8 g) in dichloromethane (50 ml) was added to the mixture. The mixture was stirred for 2 hours at room temperature and the solvent was evaporated. The residue was dissolved in ethyl acetate (500 ml) and washed with water. N,N-dimethylaminopropylamine (20 ml) was added to the solution. The mixture was washed with diluted hydrochloric acid, water, sodium bicarbonate aqueous solution and water. The solution was dried over magnesium sulfate and the solvent was removed in vacuo. The residue was washed with diisopropyl ether to give ethyl 4-[1-(4-acetoxybenzoyl)indolizin-3-yl]butyrate as yellow powder (36.5 g).

Provenance & Evidence