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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1703113Generated: October 29, 2026

Benzocaine → Ethyl 4-{[2-(naphthalen-1-yl)ethyl]amino}benzoate

https://huagongshe.com/reaction/1703113

Reaction equation

Participants

RoleNameHCIDCharge
ReactantBenzocaineHCID 2337—
Reactant1-(2-Bromoethyl)naphthaleneHCID 139541—
SolventHexamethylphosphoramideHCID 12679—
ProductEthyl 4-{[2-(naphthalen-1-yl)ethyl]amino}benzoateHCID 44278897—

Reaction Conditions

Temperature110 °C

Reaction Steps

A solution of 4.7 g. of 2-(α-naphthyl)ethyl bromide and 6.6 g. of ethyl p-aminobenzoate in 50 ml. of hexamethylphosphoramide is stirred and heated at 110° C. for 16 hours. The mixture is cooled, diluted with 50 ml. of water and filtered to give a crude product, which is recrystallized from ethanol. Recrystallization gives ethyl 4-[2-(α-naphthyl)ethylamino]benzoate as white crystals, m.p. 104°-106° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04350822
Source datasetuspto-grants-1982_09
ORD IDord-e338a448159e4c27a1b368f4169938fa
Source noteuspto-grants-1982_09