Hydrochloric Acid → HCID 22565365, compound

Participants

Reaction Conditions

Reaction Steps

A solution of 5.003 g of 2-bromothiazole in 20 mL of diethyl ether was added dropwise to 23 mL of a 1.6-M n-butyllithium/n-hexane solution in 20 mL of diethyl ether under cooling at −30° C. After the mixture was stirred for 1.1 hours, a solution of 5.538 g of 4-chlorobenzaldehyde in 20 mL of diethyl ether was added dropwise thereto. It took 1.2 hours to bring back to a room temperature, and then the reaction solution was poured into a mixture of 72 mL of 1-N hydrochloric acid and ice. The insoluble matter was removed by filtration, and then the organic layer was collected by separation. The organic layer was washed with a saturated sodium bicarbonate water and with saturated saline solution in this order. The organic layer was dried over magnesium sulfate, and then the solvent was distilled off. The raw product was purified by silica gel column chromatography (hexane/ethyl acetate (volume ratio)=2:1 to 3:2) to give the title compound (4.425 g (64%)).

Provenance & Evidence