反应详情

To a stirred solution of 1-(2,2-dibromo-vinyl)-3-fluoro-benzene (23.8 g) in anhydrous THF (350 ml) cooled to −78° was added dropwise over 30 minutes, n-butyllithium (2.2 eq, 1.6M in hexanes). The mixture was stirred for a further 30 minutes at −78° before methyl chloroformate (11.6 g, 9.5 ml) was added and the resultant mixture allowed to warm to 0° for 1hour before being diluted with 1:1saturated aqueous sodium bicarbonate:ammonium chloride (100 ml) and extracted into ether (2×100 ml). The combined organic extract was washed with brine (25 ml), dried (Na2SO4) and evaporated to dryness to give the title compound as a brown oil (16.7 g, 100%).

1. additionwas added dropwise over 30 minutes
2. additionwas added
3. temperatureto warm to 0° for 1hour
4. additionbefore being diluted with 1
5. extraction1saturated aqueous sodium bicarbonate:ammonium chloride (100 ml) and extracted into ether (2×100 ml)
6. extractionThe combined organic extract
7. washwas washed with brine (25 ml)
8. dry with materialdried (Na2SO4)
9. customevaporated to dryness