反応 #4221

反応方程式

dimethyl sulphide

dimethyl sulphate

1-(4-chlorophenoxy)-3,3-dimethyl-butan-2-one

sodium methylate

→

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

収率 84.0%

溶媒

acetonitrile

acetonitrile

acetonitrile

反応条件

後処理

1. 1
   workup.STIRRINGThe mixture was stirred for 30 minutes
2. 2
   workup.WAITThe reaction mixture was subsequently stirred overnight
3. 3
   濃縮It was then concentrated
4. 4
   その他the residue was partitioned between water and ethyl acetate
5. 5
   その他the organic phase was separated off
6. 6
   洗浄washed twice with water and once with saturated sodium chloride solution
7. 7
   乾燥dried over sodium sulphate
8. 8
   濃縮concentrated
9. 9
   workup.DISTILLATIONthe residue was distilled in vacuo

実験手順

A solution of 162 ml (2.2 moles) of dimethyl sulphide in 400 ml of absolute acetonitrile was added to a solution of 189 ml (2.0 moles) of dimethyl sulphate in 1,200 ml of absolute acetonitrile at room temperature. The reaction mixture was stirred overnight at room temperature. 118.8 g (2.2 moles) of sodium methylate were then added. The mixture was stirred for 30 minutes and a solution of 272 g (1.2 moles) of 1-(4-chlorophenoxy)-3,3-dimethyl-butan-2-one in 600 ml of absolute acetonitrile was then added dropwise in the course of 30 minutes. The reaction mixture was subsequently stirred overnight. It was then concentrated, the residue was partitioned between water and ethyl acetate, the organic phase was separated off, washed twice with water and once with saturated sodium chloride solution, dried over sodium sulphate and concentrated and the residue was distilled in vacuo. 242.4 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. were obtained.

出典