Hydrochloric Acid → HCID 54323931, compound

Participants

Reaction Conditions

Reaction Steps

30 ml of absolute THF is saturated under a nitrogen blanket at from 0°-10° C. with acetylene. While passing in further acetylene, 81.7 ml of vinylmagnesium chloride solution (1.47 molar) is dripped in and the mixture is stirred for 30 minutes at 0° C. Subsequently, 18.5 g of 2-chloro-3-isopropylbenzaldehyde is dripped in. The mixture is stirred for 15 hours at room temperature and then poured into 300 ml of ice water. The mixture is acidified with dilute hydrochloric acid and extracted by shaking three times with ether. The combined ether extracts are washed with water, dried and concentrated. There is obtained 22 g of crude product. Purification by column chromatography over silica gel with toluene/acetone (95/%) as eluant gives 9 g of the desired compound.

Provenance & Evidence