反应详情

温度

90 °C

Into the same reactor as in Example 1 were charged 1.32 mg of palladium acetate, 0.78 g of 1,3-diiodo-5,5-dimethylhydantoin, n-butyl 2-(1,1-dimethyl-2-methylsulfinylethylaminocarbonyl)benzoate and 5 ml of N,N-dimethylacetamide. After stirring the mixture at 90° C. for 30 minutes, 0.56 g of 1,3-diiodo-5,5-dimethylhydantoin was added, and the mixture thus obtained was stirred at 90° C. for 3.5 hours. After completion of the reaction, the solvent was distilled off under reduced pressure, an aqueous solution of sodium thiosulfate was added, and the mixture thus obtained was extracted twice with toluene. The organic layer was washed successively with 0.5N aqueous hydrochloric acid, an aqueous solution of sodium bicarbonate and a saturated aqueous solution of sodium chloride. The organic layer was dried over anhydrous sodium sulfate, and the solvent was distilled off under reduced pressure. The crude product thus obtained was washed with hexane-ether mixture to obtain 2.26 g of n-butyl 2-(1,1-dimethyl-2-methylsulfinylethylaminocarbonyl)-3-iodobenzoate (yield 82%, melting point 57.5–66.3° C.). Regioselectivity of iodination into the 3-position was 100%.

1. customthe mixture thus obtained
2. stirringwas stirred at 90° C. for 3.5 hours
3. customAfter completion of the reaction
4. distillationthe solvent was distilled off under reduced pressure
5. additionan aqueous solution of sodium thiosulfate was added
6. customthe mixture thus obtained
7. extractionwas extracted twice with toluene
8. washThe organic layer was washed successively with 0.5N aqueous hydrochloric acid
9. dry with materialThe organic layer was dried over anhydrous sodium sulfate
10. distillationthe solvent was distilled off under reduced pressure
11. customThe crude product thus obtained
12. washwas washed with hexane-ether mixture