Hydrochloric Acid → HCID 59331095, compound

Participants

Reaction Steps

A 200 ml four-necked flask equipped with a stirrer, a nitrogen inlet tube, a reflex condenser, and a thermometer was charged with 25.13 g of 1-(9-propyl-9H-carbazol-3-yl)ethanone, 88.11 g of ethyl acetate, and 16.83 g of potassium t-butoxide, and the mixture was refluxed in a nitrogen atmosphere for 5 hours. After cooling to room temperature, 50 ml of ion exchanged water and 50 ml of 6N hydrochloric acid were successively added, followed by stirring. The organic phase was separated and mixed with 200 ml of ethyl acetate, and the mixture was washed with a sodium chloride aqueous solution until neutral. The upper layer was dried with magnesium sulfate, and the solvent was removed by evaporation. The solid thus precipitated was dissolved in 10 ml of ethyl acetate under reflux, and n-hexane was added thereto. The precipitate thus formed was collected by filtration and dried under reduced pressure to give 23.15 g (79%) of yellow crystals, which had a melting point of 97° C. and was identified by various analyses to be β-diketone compound No. 1 having a carbazolyl group.

Provenance & Evidence