Propargyl alcohol → 2-(2-Propyn-1-yloxy)-5-thiazolecarboxaldehyde

Participants

Reaction Steps

0.37 g of propargyl alcohol was dissolved in 100 ml of tetrahydrofuran, and 0.9 g of 60% sodium hydride was added in portions. The mixture was stirred at room temperature for 1 hour. Thereafter, 3.0 g of 2-chloro-1,3-thiazole-5-carbaldehyde was added to the reaction mixture and the mixture was stirred at room temperature for 3 hours. After aqueous saturated ammonium chloride was added, the reaction mixture was extracted with methyl-t-butyl ether. The organic layer was washed with aqueous saturated sodium chloride, dried over anhydrous sodium sulfate and then concentrated under reduced pressure. The residue was subjected to silica gel column chromatography to obtain 1.44 g of 2-(2-propynyloxy)-1,3-thiazole-5-carbaldehyde.

Provenance & Evidence