Dimethylformamide → HCID 11369034, compound

Participants

Reaction Conditions

Reaction Steps

4.87 g (30 mmol) of 7-hydroxy-coumarin, 6.17 g (45.2 mmol) of 6-chlorohexanol and 6.56 g (47.5 mmol) of potassium carbonate were treated with 50 ml of absolute N,N-dimethylformamide and stirred at 100° C. overnight. Subsequently, the batch was poured into water. The white precipitate which separated was filtered off and rinsed with water. The mother liquor was evaporated to dryness in a vacuum, taken up in a small amount of water and extracted several times with ethyl acetate. The precipitate and the ethyl acetate phases were combined, dried over sodium sulphate, evaporated and, for purification, chromatographed on silica gel with an eluent mixture of ethyl acetate and cyclohexane in the ratio 1:1. Therefrom there resulted 7 g of 7-(6-hydroxy-hexyloxy)-2H-1-benzopyran-2-one as white crystals.

Provenance & Evidence