反应详情

温度

10 °C

2-(4-Methoxyphenyl)-3-(4-methoxybenzoyl)-6-methoxybenzo[b]thiophene (53 g, 131 mmol) was dissolved in chloroform and cooled to 10° C. To this stirring mixture was added boron tribromide (75 g, 296 mmol) and the reaction was allowed to proceed for twenty-four hours at ambient temperature. The reaction was terminated by pouring into water. The organic layer was separated, filtered, and evaporated to dryness. The residue was dissolved in benzene, filtered, and evaporated to dryness. The crude product was further purified by chromatography on a silica gel column eluting with diethylether-benzene (9:1) and then rechromatographed on alumina eluting with diethylether followed by a methanol-ether (1:9) wash and evaporation of the solvents to yield 5.8 g of the title compound. mp 138° C.-140° C. EA calculated for C22H16O4S: C, 70.20; H, 4.28; O, 17.00. Found: C, 70.46; H, 4.50; O, 16.87.

1. waitto proceed for twenty-four hours at ambient temperature
2. customThe reaction was terminated
3. additionby pouring into water
4. customThe organic layer was separated
5. filtrationfiltered
6. customevaporated to dryness
7. dissolutionThe residue was dissolved in benzene
8. filtrationfiltered
9. customevaporated to dryness
10. customThe crude product was further purified by chromatography on a silica gel column
11. washeluting with diethylether-benzene (9:1)
12. customrechromatographed on alumina eluting with diethylether
13. washwash
14. customevaporation of the solvents