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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1703081Generated: November 1, 2026

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

https://huagongshe.com/reaction/1703081

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 numberUS04350822
Source datasetuspto-grants-1982_09
ORD IDord-fb881b98d18c486d9784975c4cd9d082
Source noteuspto-grants-1982_09