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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1258995Generated: October 31, 2026

4-(Bromomethyl)benzoic acid → 4-(Propoxymethyl)benzoic acid

https://huagongshe.com/reaction/1258995

Reaction equation

Participants

RoleNameHCIDCharge
Reactant4-(Bromomethyl)benzoic acidHCID 22599—
ReactantSodium hydrideHCID 24758—
Reactant4-But-3-enyloxymethyl-benzoic acidHCID 22136996—
Solvent1-PropanolHCID 1031—
Product4-(Propoxymethyl)benzoic acidHCID 17606052—

Reaction Steps

The reaction of propanol and 4-Bromomethyl-benzoic acid in the presence of sodium hydride was performed as described for Compound 33 to give 4-propoxymethyl-benzoic acid as white powder. 1H-NMR (400 MHz, d6-DMSO): 7.89 (d, J=8.2, 2 arom.H); 7.40 (d, J=8.2, 2 arom.H); 4.50 (s, OCH2C6H4—); 3.38 (t, CH3CH2CH2O); 1.54 (m, CH3CH2CH2O); 0.87 (t, CH3CH2CH2O).). 13C-NMR (100 MHz, d6-DMSO): 167.24 (—C═O); 143.94; 129.67; 129.30 (2 arom. C); 127.03 (2 arom. C); 71.53; 71.13; 22.43; 10.55.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08466199B2
Source datasetuspto-grants-2013_06
ORD IDord-d4ce7b3c76ff40d3b590eb75dc388d67
Source noteuspto-grants-2013_06