反应详情

A solution of 2,3-difluro-4-octoxyphenylboronic acid (5) (8.29 g, 0.029 mol) in dimethoxyethane (40 ml) was added to a solution of 4-bromoiodobenzene (6.80 g, 0.024 mol) and tetrakis(triphenylphosphine)palladium (0) (1.4 8 g. 1.29 mmol) in dimethoxyethane (40 ml) under nitrogen. To this, 2M sodium carbonate (60 ml) was added. The stirred mixture was refluxed gently. Progress of the reaction was carefully monitored using tic until the 4-bromoiodobenzene had reacted completely (usually 4-5hr). The layers were separated and the aqueous layer once more extracted with ether. The combined organic layers were washed with brine and dried (MgSO4). The solvent was removed in vacuo and the residue purified by column chromatography (silica gel/petroleum fraction (bp 40°-60° C.) - ethyl acetate, 9:1) to give a white solid which was recrystallised from pentane (-20° C.) to yield colourless crystals.

1. temperatureThe stirred mixture was refluxed gently
2. customhad reacted completely (usually 4-5hr)
3. customThe layers were separated
4. extractionthe aqueous layer once more extracted with ether
5. washThe combined organic layers were washed with brine
6. dry with materialdried (MgSO4)
7. customThe solvent was removed in vacuo
8. customthe residue purified by column chromatography (silica gel/petroleum fraction (bp 40°-60° C.) - ethyl acetate, 9:1)
9. customto give a white solid which
10. customwas recrystallised from pentane (-20° C.)
11. customto yield colourless crystals