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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2052486Generated: October 30, 2026

Benzocaine → Benzoic acid, 4-[[(4-methoxyphenyl)methyl]amino]-, ethyl ester

https://huagongshe.com/reaction/2052486

Reaction equation

Participants

RoleNameHCIDCharge
ReactantBenzocaineHCID 2337—
ReactantHexamethylphosphoramideHCID 12679—
Reactant4-Methyloxybenzyl chlorideHCID 69993—
SolventWaterHCID 962—
ProductBenzoic acid, 4-[[(4-methoxyphenyl)methyl]amino]-, ethyl esterHCID 4435805—

Reaction Steps

A mixture of 33 g. of ethyl p-aminobenzoate, 100 ml. of hexamethylphosphoramide and 15.7 g. of p-(chloromethyl)anisole are heated at 100°-110° C. for 22 hours. The solution is chilled, diluted with 60 ml. of water, chilled, filtered and the solid washed with ethanol and with water to give yellow crystals. Recrystallization from ethanol gives pale yellow crystals, m.p. 128°-130° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04185115
Source datasetuspto-grants-1980_01
ORD IDord-e52b1390bd0c4f1a9c6942d80c55e004
Source noteuspto-grants-1980_01