Acetic Acid → HCID 49849022, compound

Participants

Reaction Conditions

Reaction Steps

To a 2 M lithium diisopropylamine solution in THF of −78° C. is added 5-(pyridin-2-yl-methyl)dihydrofuran-2(3H)-one and the mixture is stirred for 1.5 hours at −78° C. Then 1-propyl bromide is added and the reaction is stirred for another 1.5 hours at −78° C. The reaction mixture is allowed to warm up to 0° C. before ice-cold water with acetic acid is added and subsequently extracted with 3 times dichloromethane. The dichloromethane is concentrated in vacuo and the residue is dissolved in dichloromethane, washed with saturated NaHCO3 and brine. Crude 3-propyl-5-(pyridin-2-ylmethyl)dihydrofuran-2(3H)-one is obtained after removal of the solvents in vacuo. The product is purified by column chromatography.

Provenance & Evidence