ChemicalBook CAS DataBase List 2-(4-Bromomethyl)phenylpropionic acid

2-(4-Bromomethyl)phenylpropionic acid synthesis

10synthesis methods

Product Name:2-(4-Bromomethyl)phenylpropionic acid
CAS Number:111128-12-2
Molecular formula:C10H11BrO2
Molecular Weight:243.1

The synthesis method comprises the following steps: dissolving sodium hydroxide in excessive methanol to react with p-chloro-tolualdehyde to obtain p-methoxy-tolualdehyde, andthen performing chloromethylation reaction on the p-methoxy tolualdehyde and concentrated hydrochloric acid in the existence of sulfuric acid to obtain p-chloromethyl benzyl ether; performing nucleophilic reaction on the p-chloromethyl benzyl ether and the sodium cyanide to obtain p-methoxy-methyl benzyl cyanide; reacting the p-methoxy-methyl benzyl cyanide with dimethyl carbonate under high pressure in the existence of a catalyst to obtain p-methoxy-methyl benzyl iso-propionitrile; and reacting the p-methoxy-methylbenzyl sodium isopropionate with excessive concentrate sulfuric acid to generate molten salt which is reacted with hydrobromic acid to obtain 2-(4-Bromomethyl)phenylpropionic acid.

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Yield:111128-12-2 99%

Reaction Conditions:

with sulfuric acid;hydrogen bromide at 35 - 70; for 11 h;Temperature;

Steps:

3.3 3) 2- (4-Bromomethylphenyl)propionic acid

To the bromomethylation reactor was charged the above 2-phenylpropionic acid:Hydrobromic acid:Paraformaldehyde is 1: 2: 0.27 weight ratio, open stirring, then slowly added dropwise 2 parts by weight of sulfuric acid,Temperature controlled at 35 ; to be finished dropping sulfuric acid, heated to 70 , the reaction was kept for 11 hours and washed with acid water points to lower material to the aqueous phase was neutral,2- (4-bromomethyl-phenyl) propionate The crude product; was added to the reaction vessel 1.1 parts by weight of xylene was repeated 5 times purified by crystallization, centrifugation, washing, Drying to obtain 2- (4-bromomethylphenyl) propionic acid product. The purity of 2- (4-bromomethylphenyl) propionic acid was 98.5% and the yield was up to 99%.

References:

CN104744237,2016,B Location in patent:Paragraph 0027; 0042; 0048; 0049

938-94-3 Synthesis