反应详情

A solution of oxalyl chloride (0.97 ml) in dry dichloromethane (10 ml) was stirred at −55° C. under an atmosphere of dry nitrogen. A solution of dimethyl sulfoxide (1.7 ml) in dry dichloromethane (5 ml) was added dropwise and stirring continued for 5 minutes at −55° C. 1-(7-Methoxyfuro[2,3-c]pyridin-2-yl)ethanol (1.9 g) in dimethyl sulfoxide (15 ml) was added dropwise and stirring continued for a further 15 minutes. Triethylamine (6.9 ml) was added and the mixture stirred for a further 5 minutes at −55° C. before warming to room temperature. The mixture was diluted with water (100 ml) and extracted with dichloromethane (3×100 ml). The combined organic extracts were dried over magnesium sulfate, filtered and the solvent removed in vacuo. Purification by column chromatography on silica eluting with 50% hexane in ethyl acetate gave the title compound (1.2 g) as a pale yellow solid.

1. stirringstirring
2. waitcontinued for a further 15 minutes
3. stirringthe mixture stirred for a further 5 minutes at −55° C.
4. extractionextracted with dichloromethane (3×100 ml)
5. dry with materialThe combined organic extracts were dried over magnesium sulfate
6. filtrationfiltered
7. customthe solvent removed in vacuo
8. customPurification by column chromatography on silica eluting with 50% hexane in ethyl acetate