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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 443637Generated: October 26, 2026

Benzocaine → Ethyl p-{[2-(2-naphthyloxy)ethyl]amino}benzoate

https://huagongshe.com/reaction/443637

Reaction equation

Participants

RoleNameHCIDCharge
ReactantBenzocaineHCID 2337—
ReactantHexamethylphosphoramideHCID 12679—
Reactant2-(2-Naphthyloxy)ethyl methanesulfonateHCID 19004383—
SolventWaterHCID 962—
ProductEthyl p-{[2-(2-naphthyloxy)ethyl]amino}benzoateHCID 23468273—

Reaction Steps

A mixture of 18.7 g. of 2-(2-naphthyloxy)ethanol O-methanesulfonate and 23.6 g. of ethyl p-aminobenzoate is heated in 300 ml. of hexamethylphosphoramide at 110° C. for 16 hours. The mixture is cooled, diluted with water and worked up as described in Example 3 to give the crystalline product. Recrystallization from ethanol gives crystals, m.p. 158°-162° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04260816
Source datasetuspto-grants-1981_04
ORD IDord-50cbeef0289e48c89837662bb5fdca32
Source noteuspto-grants-1981_04