反应详情

A mixture of 31.1 g (100 mmol) of 4-bromo-6-tertbutyl-5-methoxy-2-methylindanone, 25.0 g (140 mmol) of 4-tert-butylphenylboronic acid, 29.4 g (280 mmol) of Na2CO3, 1.35 g (6.00 mmol, 6 mol. %) of Pd(OAc)2, and 3.15 g (12.0 mmol, 12 mol. %) of PPh3 in 130 ml of water and 380 ml of DME was refluxed for 6 h in argon atmosphere. The formed mixture was evaporated to dryness. To the residue 500 ml of dichloromethane and 500 ml of water were added. The organic layer was separated, the aqueous layer was additionally extracted with 100 ml of dichloromethane. The combined organic extract was dried over Na2SO4, evaporated to dryness, and the crude product was isolated using flash chromatography on silica gel 60 (40-63 um; eluent: hexanes-dichloromethane=2:1, vol.). This crude product was recrystallized from n-hexane to give 29.1 g (81%) of a white solid.

1. temperaturewas refluxed for 6 h in argon atmosphere
2. customThe formed mixture was evaporated to dryness
3. additionTo the residue 500 ml of dichloromethane and 500 ml of water were added
4. customThe organic layer was separated
5. extractionthe aqueous layer was additionally extracted with 100 ml of dichloromethane
6. extractionThe combined organic extract
7. dry with materialwas dried over Na2SO4
8. customevaporated to dryness
9. customthe crude product was isolated
10. customThis crude product was recrystallized from n-hexane