反应 #54876

反应方程式

1,1-dimethylpentylmagnesium chloride

magnesium

1-chloro-1,1-dimethylpentane

4-chlorobutyryl chloride

hydrochloric acid

→

product

1-Chloro-5,5-dimethyl-4-nonanone

溶剂

ether

ether

反应条件

后处理

1. 1
   workup.ADDITIONis added dropwise
2. 2
   其他The ether layer is separated
3. 3
   洗涤washed with water
4. 4
   干燥dried over sodium sulfate
5. 5
   其他The ether is evaporated
6. 6
   workup.DISTILLATIONthe residue distilled at aspirator vacuum through a Vigreaux column

实验过程

Four hundred ml. of a solution in ether of 1,1-dimethylpentylmagnesium chloride prepared from magnesium (24.3 g., 1.0 mole) and 1-chloro-1,1-dimethylpentane (134.5 g., 1.0 mole) according to the procedure of Whitmore and Badertscher [J. Am. Chem. Soc., 55, 1559 (1933)] is added dropwise with stirring to 4-chlorobutyryl chloride (197 g., 1.4 moles) in ether (400 ml.) during 6 hours. The reaction mixture is stirred for an additional 12 hours. It is then poured into a mixture of ice and dilute hydrochloric acid. The ether layer is separated, washed with water, and dried over sodium sulfate. The ether is evaporated and the residue distilled at aspirator vacuum through a Vigreaux column to yield the product as a colorless oil.

来源