反应详情

3.06 g of 1-bromo-3,4-difluoro-5-methoxybenzene (D2), 4.54 ml of pinacolyl allylboronate, 3.04 g of tetrakis(triphenylphosphine)palladium(0) and 7.62 g of caesium fluoride are suspended in 115 ml of tetrahydrofuran under an argon atmosphere. The reaction mixture is subsequently heated under reflux for 48 h. For work-up, the mixture is diluted with 400 ml of diethyl ether and extracted with 100 ml of water and 100 ml of saturated NaCl solution. The combined organic phases are dried over Na2SO4, filtered and evaporated to dryness in vacuo. The residue is purified by flash column chromatography on silica gel (solvent: cyclohexane), giving 1.59 g of the title compound as a colourless oil; MS: 184.0 (M+); TLC: Rf=0.69 (cyclohexane/ethyl acetate 8:1 parts by volume).

1. temperatureThe reaction mixture is subsequently heated
2. temperatureunder reflux for 48 h
3. extractionextracted with 100 ml of water and 100 ml of saturated NaCl solution
4. dry with materialThe combined organic phases are dried over Na2SO4
5. filtrationfiltered
6. customevaporated to dryness in vacuo
7. customThe residue is purified by flash column chromatography on silica gel (solvent: cyclohexane)