Реакция #1066632

Уравнение реакции

dimethyl sulphide

dimethyl sulphate

1-(4-chlorophenoxy)-3,3-dimethyl-2-butanone

sodium methylate

→

2-(4-chlorophenoxymethyl)-2-tert.-butyl-oxirane

Выход 84.0%

Растворители

acetonitrile

acetonitrile

acetonitrile

Условия реакции

Обработка

1. 1
   workup.STIRRINGto stir for 30 minutes
2. 2
   workup.STIRRINGto stir overnight
3. 3
   ДругоеIt is then evaporated
4. 4
   Другоеthe residue is partitioned between water and ethyl acetate
5. 5
   Другоеthe organic phase is separated off
6. 6
   Промывкаwashed twice with water and once with saturated sodium chloride solution
7. 7
   Сушкаdried over sodium sulphate
8. 8
   Другоеevaporated
9. 9
   workup.DISTILLATIONthe residue is distilled in vacuo

Методика

A solution of 162 ml (2.2 mole) of dimethyl sulphide in 400 ml of absolute acetonitrile is added to a solution of 189 ml (2.0 mole) of dimethyl sulphate in 1,200 ml of absolute acetonitrile at room temperature. The reaction mixture is allowed to stir overnight at room temperature. Then 118.8 g (2.2 mole) of sodium methylate are added. The mixture is allowed to stir for 30 minutes and then a solution of 272 g (1.2 mole) of 1-(4-chlorophenoxy)-3,3-dimethyl-2-butanone in 600 ml of absolute acetonitrile is added dropwise within 30 minutes. The reaction mixture is allowed to stir overnight. It is then evaporated, and the residue is partitioned between water and ethyl acetate, the organic phase is separated off, washed twice with water and once with saturated sodium chloride solution, dried over sodium sulphate, evaporated and the residue is distilled in vacuo. 242.2 g (84% of theory) of 2-(4-chlorophenoxymethyl)-2-tert.-butyl-oxirane of boiling point 115° -22° C./0.003 mm Hg column and of melting point 50°-52° C. are obtained.

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