反应详情

3-Dimethylamino-N-methoxy-N-methyl-5-pentafluorosulfanylbenzamide (980 mg) was dissolved in abs. THF (50 ml) and methylmagnesium bromide solution (2.1 ml; 3 M solution in diethyl ether) was added dropwise at 0° C. with stirring. After addition was completed, the ice bath was removed and the mixture was stirred at RT for 1 h. To complete the reaction, more methylmagnesium bromide solution (0.3 ml) was added and the mixture was stirred for a further 2 h. After storage overnight in a refrigerator, the reaction mixture was treated with 1 N hydrochloric acid with cooling. After addition of water and ethyl acetate, it was extracted a further two times with ethyl acetate, and the combined organic phases were dried with magnesium sulfate, filtered and concentrated. The residue was purified by means of chromatography on silica gel (n-heptane/ethyl acetate 100/0 to 50/50 in 30 min). The product-containing fractions were combined, the solvent was removed and the residue was dried in a high vacuum. 650 mg of the title compound were obtained.

1. additionAfter addition
2. customthe ice bath was removed
3. stirringthe mixture was stirred at RT for 1 h
4. customthe reaction, more methylmagnesium bromide solution (0.3 ml)
5. additionwas added
6. stirringthe mixture was stirred for a further 2 h
7. temperaturewith cooling
8. extractionwas extracted a further two times with ethyl acetate
9. dry with materialthe combined organic phases were dried with magnesium sulfate
10. filtrationfiltered
11. concentrationconcentrated
12. customThe residue was purified by means of chromatography on silica gel (n-heptane/ethyl acetate 100/0 to 50/50 in 30 min)
13. customthe solvent was removed
14. customthe residue was dried in a high vacuum