반응 #75243

반응 방정식

1,1-dimethylpentylmagnesium chloride

magnesium

1-chloro-1,1-dimethylpentane

4-chlorobutyryl chloride

hydrochloric acid

→

product

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

용매

ether

ether

반응 조건

후처리

1. 1
   workup.ADDITIONis added dropwise
2. 2
   기타The ether layer is separated
3. 3
   세척washed with water
4. 4
   건조dried over sodium sulfate
5. 5
   기타The ether is evaporated
6. 6
   workup.DISTILLATIONthe residue distilled at aspirator vacuum through a Vigreaux column

실험 절차

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.

출처