Реакция #2392211

Уравнение реакции

hydrochloric acid

5-(2,6-dichloro-4-(3,3-dichloro-2-propenyloxy)phenoxy)pentyloxyacetone oxime

triethylamine

acetic anhydride

→

5-(2,6-dichloro-4-(3,3-dichloro-2-propenyloxy)phenoxy)pentyloxyacetone O-acetyloxime

Выход 43.0%

Растворители

tetrahydrofuran

Условия реакции

Обработка

1. 1
   workup.ADDITIONwas slowly added dropwise
2. 2
   workup.ADDITIONAfter completion of the addition
3. 3
   workup.STIRRINGthe reaction mixture was further stirred at room temperature for 30 minutes
4. 4
   Экстракцияextracted twice with diethyl ether
5. 5
   Промывкаwashed with saturated aqueous sodium hydrogencarbonate solution and water in this order
6. 6
   Сушкаdried over anhydrous magnesium sulfate
7. 7
   Концентрированиеconcentrated
8. 8
   Другоеto give a crude product

Методика

First, 0.45 g of 5-(2,6-dichloro-4-(3,3-dichloro-2-propenyloxy)phenoxy)pentyloxyacetone oxime, 0.12 g of triethylamine, and 10 ml of tetrahydrofuran were placed in a reaction vessel, to which 0.12 g of acetic anhydride was slowly added dropwise with stirring at room temperature. After completion of the addition, the reaction mixture was further stirred at room temperature for 30 minutes, poured into diluted hydrochloric acid, and extracted twice with diethyl ether. The diethyl ether layers were combined, washed with saturated aqueous sodium hydrogencarbonate solution and water in this order, dried over anhydrous magnesium sulfate, and concentrated to give a crude product. This crude product was subjected to silica gel chromatography, which afforded 0.21 g (yield, 43%) of 5-(2,6-dichloro-4-(3,3-dichloro-2-propenyloxy)phenoxy)pentyloxyacetone O-acetyloxime, nD25.6 1.5318.

Источник