反应详情

To a mixture of 1.29 g of O-(2,4,6-trimethylbenzenesulfonyl)hydroxylamine (which had been produced according to the method as described in Synthesis, 1-17 (1977)) and 10 ml of diethyl ether was added 1.14 g of sodium 1,1,1,3,3,3-hexafluoro-2-propyloxide with stirring under ice cooling, and the mixture was stirred for 2 hours. The suspended reaction mixture was filtered through Celite to give a filtrate which was a solution of O-(1,1,1, 3,3,3-hexafluoro-2-propyl)hydroxylamine in diethyl ether. The addition of diethyl ether to this filtrate made the diethyl ether solution have the weight of 30 g. Then, 10 g of the diethyl ether solution and 0.1 ml of concentrated hydrochloric acid were poured into a reaction vessel containing 0.37 g of 5-(2,6-dichloro-4-(3,3-dichloro-2-propenyloxy)phenoxy)pentanal. After stirring at room temperature for 2 hours, the reaction mixture was poured into diluted hydrochloric acid, and extracted twice with diethyl ether. The diethyl ether layers were combined, washed with water, dried over anhydrous magnesium sulfate, and concentrated to give a crude product. This crude product was subjected to preparative thin layer chromatography, which afforded 0.27 g (yield, 50%) of 5-(2,6-dichloro-4-(3,3-dichloro-2-propenyloxy)phenoxy)pentanal O-(1,1,1,3,3,3-hexafluoro-2-propyl)oxime, nD24.5 1.4850.

1. customhad been produced
2. stirringthe mixture was stirred for 2 hours
3. customThe suspended reaction mixture
4. filtrationwas filtered through Celite
5. customto give a filtrate which
6. stirringAfter stirring at room temperature for 2 hours
7. extractionextracted twice with diethyl ether
8. washwashed with water
9. dry with materialdried over anhydrous magnesium sulfate
10. concentrationconcentrated
11. customto give a crude product