反应详情

2.12 g of imidazole (31.13 mmol) and 10.37 g of triphenylphosphine supported by a styrene copolymer (Fluka, cas: 39319-11-4, 31.13 mmol) are added to a 250 mL three-necked flask containing 2.15 g of 49 (7.78 mmol) and 100 mL of toluene, with stirring and under an argon atmosphere. The medium is heated to the reflux temperature, and 5.93 g of iodine (23.35 mmol) are added in small portions. The heating is continued for 2 h, and then the mixture is cooled, the resin is filtered and washed with 20 mL of toluene and 50 mL of AcOEt. The filtrate is washed twice with 150 mL of a solution of water saturated with NaHCO3. The organic phase is dried over anhydrous magnesium sulphate, filtered and then evaporated to dryness. The crude product is chromatographed on a silica cartridge (250 g, eluent CH2Cl2/MeOH— in a 0 to 10% MeOH gradient). 800 mg of expected product 50 are recovered.

1. additionare added in small portions
2. temperaturethe mixture is cooled
3. filtrationthe resin is filtered
4. washwashed with 20 mL of toluene and 50 mL of AcOEt
5. washThe filtrate is washed twice with 150 mL of a solution of water saturated with NaHCO3
6. dry with materialThe organic phase is dried over anhydrous magnesium sulphate
7. filtrationfiltered
8. customevaporated to dryness
9. customThe crude product is chromatographed on a silica cartridge (250 g, eluent CH2Cl2/MeOH— in a 0 to 10% MeOH gradient)
10. custom800 mg of expected product 50 are recovered