反应详情

To a suspension of methyltriphenyl phosphonium bromide (108 g, 303 mmol) in THF (750 mL) at room temperature was added KOtBu (112.24 g, 303 mmol) in portions. After being stirred for 5 min, the reaction mixture was treated with 2′bromoacetophenone (50.3 g, 253 mmol). The reaction mixture was stirred for 3 hrs at room temperature then quenched with saturated ammonium chloride. Extracted 3× with Et2O and the combined organic layers were washed with brine, dried over MgSO4 and evaporated under vacuum. Purified by silica gel chromatography (100% petroleum ether) to give 43.8 g (88%) of 1-bromo-2-(prop-1-en-2-yl)benzene as a colorless oil.

1. stirringThe reaction mixture was stirred for 3 hrs at room temperature
2. customthen quenched with saturated ammonium chloride
3. extractionExtracted 3× with Et2O
4. washthe combined organic layers were washed with brine
5. dry with materialdried over MgSO4
6. customevaporated under vacuum
7. customPurified by silica gel chromatography (100% petroleum ether)