Dimethylformamide → 4-(3-Hydroxypropyloxy)-chalcone

Participants

Reaction Steps

A refined 4′-(3-hydroxypropyloxy)-chalcone (9.71 g, 34.4 mmol) was obtained with a yield of 51.4% by adding 90 ml of dry DMF to 4′-hydroxychalcone (15.0 g, 67 mmol) in an air current of argon, and adding sodium hydride (60%, 2.68 g, 67 mmol) through dropping in a reaction flask of 200 ml in ice cooling for 30 minutes; later, after heating to a room temperature and stirring for 5 hours, adding 3-chloro-1-propanol (6.33 g, 67 mmol) through dropping at the same temperature for 10 minutes; furthermore, heating to 80° C., and reacting for 7 hours; next, after injecting the solution into water with ice and extracting the product with ethyl acetate, washing with water, and drying through dehydration with magnesium sulfate, and removing the solvent; after refining (mobile phase, hexane:ethyl acetate=4:1) the gained coarse crystal with silica gel column, recrystallizing with ethyl acetate.

Provenance & Evidence