ChemicalBook CAS DataBase List 3,5-DIMETHOXYPHENYLACETONITRILE

3,5-DIMETHOXYPHENYLACETONITRILE synthesis

14synthesis methods

Product Name:3,5-DIMETHOXYPHENYLACETONITRILE
CAS Number:13388-75-5
Molecular formula:C10H11NO2
Molecular Weight:177.2

7677-24-9

877-88-3

13388-75-5

General procedure for the synthesis of 3,5-dimethoxyphenylacetonitrile from trimethylsilyl cyanide and 3,5-dimethoxybenzyl bromide: In 100 mL of acetonitrile, 2.310 g (0.01 mol) of 3,5-dimethoxy-4-bromobenzyl bromide, 1.485 g (0.015 mol) of trimethylsilyl cyanide, and 4.725 g (0.015 mol) of tetra butylammonium fluoride in a 30 mL three-neck flask. The mixture was stirred and heated to reflux and the reaction was carried out for 6 hours, during which time the progress of the reaction was monitored by thin layer chromatography (TLC). Upon completion of the reaction, it was cooled to room temperature and the reaction solution was poured into 100 mL of ice water and stirred until a white solid precipitated. The solid was collected by filtration, washed with 50% methanol and dried to afford the target compound 3,5-dimethoxyphenylacetonitrile in 66.7% yield.

7677-24-9 Synthesis

7677-24-9
393 suppliers
$19.00/5g

877-88-3 Synthesis

877-88-3
234 suppliers
$5.00/250mg

13388-75-5
181 suppliers
$6.00/250mg

Yield:13388-75-5 66.7%

Reaction Conditions:

with tetrabutyl ammonium fluoride in acetonitrile; for 6 h;Reflux;

Steps:

1 Synthesis of Intermediate 3,5-dimethoxybenzeneacetonitrile 5

Sequentially 2.310g (0.01mol) 3,5- dimethoxy-4-bromobenzyl,Trimethylsilyl cyanide 1.485g (0.015mol),Tetrabutylammonium fluoride 4.725g (0.015mol) in 100mL of acetonitrile and 30ml three-necked flask,Stirring,Was heated to reflux for 6h,TLC tracking and detection,Cooling to room temperature,The reaction solution was poured into 100mL ice water,Stirring,White solid precipitated,filter,The solid was washed with 50% methanol,Dried to give Compound 5, the yield was 66.7%

References:

CN105503652,2016,A Location in patent:Paragraph 0048; 0049