Chlorosuccinimide → HCID 10219735, compound

Participants

Reaction Conditions

Reaction Steps

2.45 g of N-(n-hexyl)propiolamide was dissolved in 40 ml of dry THF, which was cooled to -78° C. 20 ml of n-butyllithium hexane solution (1.6 mol/1) was added thereto, and the mixture was stirred for 10 minutes. 4.28 g of N-chlorosuccinimide was added thereto, and the resultant mixture was stirred at -78° C. for 2 hours. The mixture was allowed to be warmed to -30° C., to which 10 ml of water was added. The mixture was then stirred overnight at a room temperature. Ethyl acetate and water were added to the reaction solution for separation. An organic phase was concentrated under reduced pressure. A residue was purified by the silica gel column chromatography (eluent: ethyl acetate/hexane=1/9). N-(n-hexyl)-3-chloropropiolamide (2.50 g) was obtained as a colorless oil.

Provenance & Evidence