反応 #54876

反応方程式

1,1-dimethylpentylmagnesium chloride

magnesium

1-chloro-1,1-dimethylpentane

4-chlorobutyryl chloride

hydrochloric acid

→

product

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

溶媒

ether

ether

反応条件

後処理

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

実験手順

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.

出典