反应详情

To a stirred solution of 2.30 g of compound I in 175 cc of methanol was added 0.39 g of sodium methoxide at room temperature and the mixture was stirred for 16 hours. The methanol was distilled off and to the residue was added water, followed by extraction with ethyl acetate. The extract was dried over magnesium sulfate and distilled to remove the solvent. The resulting crude product was dissolved in 50 cc of benzene, followed by adding dropwise thereto 1.41 cc of pyridine and then 0.52 g of thionyl chloride at room temperature, and the resulting mixture was stirred at room temperature for 1 hour. Water was added to the reaction mixture and extracted with ethyl acetate. The extract was dried over magnesium sulfate and distilled to remove the solvent the crude product thus obtained was purified by a silica gel column chromatography (eluent: ethyl acetate/hexane=1/4) to obtain 2.55 g of compound J. Yield: 80.2%.

1. distillationThe methanol was distilled off and to the residue
2. additionwas added water
3. extractionfollowed by extraction with ethyl acetate
4. dry with materialThe extract was dried over magnesium sulfate
5. distillationdistilled
6. customto remove the solvent
7. dissolutionThe resulting crude product was dissolved in 50 cc of benzene
8. additionby adding dropwise
9. stirring1.41 cc of pyridine and then 0.52 g of thionyl chloride at room temperature, and the resulting mixture was stirred at room temperature for 1 hour
10. additionWater was added to the reaction mixture
11. extractionextracted with ethyl acetate
12. dry with materialThe extract was dried over magnesium sulfate
13. distillationdistilled
14. customto remove the solvent the crude product
15. customthus obtained
16. customwas purified by a silica gel column chromatography (eluent: ethyl acetate/hexane=1/4)