反应详情

Bromine (71.14 ml, 1.39 mol) is added dropwise over 1 hour to a solution of 117.59 g (1.07 mol) of 2-acetylfuran (1) in a mixture of 900 ml of either and 400 ml of 1,4-dioxane, at 0° C. under a nitrogen atmosphere. The reaction is warmed to ambient temperature and stirred for 18 hours, then quenched with 1.1 liter of saturated aqueous ammonium chloride and extracted with chloroform. The organic layer is dried over anhydrous magnesium sulfate and concentrated in vacuo to give a dark oil. Flash-chromatography on neutral silica gel using chloroform as eluent followed by distillation using a Kugelruhr apparatus gives 190.81 g (94%) of compound 2 as a light yellow oil, boiling point 85° C. (0.30 mmHg).

1. customat 0° C.
2. customquenched with 1.1 liter of saturated aqueous ammonium chloride
3. extractionextracted with chloroform
4. dry with materialThe organic layer is dried over anhydrous magnesium sulfate
5. concentrationconcentrated in vacuo
6. customto give a dark oil
7. distillationfollowed by distillation