反应详情

A dichloromethane solution of the crude 2,4-dichloro-3-(4,5-dihydro-4-methyl-5-oxo-1H-tetrazol-1-yl)benzoyl chloride (1.10 g) was added drop by drop to the solution of 1,3-cyclohexanedione (0.44 g) and triethylamine (0.43 g) in dichloro-methane (8 ml) at 5° C. and the mixture was stirred at room temperature for 6 hours. After completion of the reaction it was extracted with dichloromethane (150 ml), washed with diluted hydrochloric acid and aqueous solution of sodium hydrogen carbonate and then dried with anhydrous magnesium sulfate. The residue, obtained by distilling off the dichloromethane, was dissolved in acetonitrile (7 ml), added with triethylamine (0.43 g) and acetonecyanohydrin (18 mg) and stirred at room temperature for 8 hours. After the solvent was distilled off, the residue was acidified by addition of diluted hydrochloric acid and extracted with ethyl acetate (150 ml). The organic layer was washed with saturated salt water and dried with anhydrous magnesium sulfate. By distilling off the ethyl acetate, the objective 2-[2,4-dichloro-3-(4,5-dihydro-4-methyl-5-oxo-1H-tetrazol-1-yl )benzoyl]cyclohexan-1,3-dione (0.70g, 51% yield from 2,4-dichloro-3-(4,5-dihydro-4-methyl-5-oxo-1H-tetrazol-1-yl)benzoic acid) was obtained. mp 138-140° C.

1. customAfter completion of the reaction it
2. extractionwas extracted with dichloromethane (150 ml)
3. washwashed with diluted hydrochloric acid and aqueous solution of sodium hydrogen carbonate
4. dry with materialdried with anhydrous magnesium sulfate
5. customThe residue, obtained
6. distillationby distilling off the dichloromethane
7. dissolutionwas dissolved in acetonitrile (7 ml)
8. additionadded with triethylamine (0.43 g) and acetonecyanohydrin (18 mg)
9. stirringstirred at room temperature for 8 hours
10. distillationAfter the solvent was distilled off
11. additionthe residue was acidified by addition of diluted hydrochloric acid
12. extractionextracted with ethyl acetate (150 ml)
13. washThe organic layer was washed with saturated salt water
14. dry with materialdried with anhydrous magnesium sulfate
15. distillationBy distilling off the ethyl acetate