反应详情

The methyl 3-(4-methoxyphenyl)propionate (10.8 g, 55.6 mmol) prepared in Example 1 and 4-methoxybenzoyl chloride (11.4 g, 66.8 mmol) were dissolved in nitrobenzene (200 ml). To the ice-chilled solution, A1C13 (26.7 g, 200.3 mmol) was added in 6 portions with vigorous stirring over a period of 3 hours. After all portions of A1C13 were added, stirring was continued for an additional 1 hour. The reaction mixture was poured into a beaker containing a mixture of ice and 120 ml of 1N CHl and stirred vigorously. The mixture was transferred into a separating funnel, which was shaken well after the addition of ethyl acetate. The organic layer in the solution was washed twice with a saturated aqueous solution of sodium bicarbonate, then twice with a saturated aqueous solution of sodium chloride. After drying over unhydrous sodium sulfate, the solvent was removed in vacuo. The residue was purified by flash column chromatography using 30% ethyl acetate/hexane to produce a pale yellow oil.

1. additionA1C13 (26.7 g, 200.3 mmol) was added in 6 portions
2. additionAfter all portions of A1C13 were added
3. stirringstirring
4. waitwas continued for an additional 1 hour
5. additionThe reaction mixture was poured into a beaker
6. additioncontaining
7. additiona mixture of ice and 120 ml of 1N CHl
8. stirringstirred vigorously
9. customThe mixture was transferred into a separating funnel
10. stirringwhich was shaken well
11. washThe organic layer in the solution was washed twice with a saturated aqueous solution of sodium bicarbonate
12. dry with materialAfter drying over unhydrous sodium sulfate
13. customthe solvent was removed in vacuo
14. customThe residue was purified by flash column chromatography
15. customto produce a pale yellow oil