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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 745979Generated: October 30, 2026

Ethanol → 2-Naphthalenecarboxylic acid, 5,6-dihydro-7-(1H-imidazol-1-yl)-, ethyl ester

https://huagongshe.com/reaction/745979

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthanolHCID 702—
ReactantThionyl ChlorideHCID 24386—
ReactantRolafagrelHCID 56009—
Product2-Naphthalenecarboxylic acid, 5,6-dihydro-7-(1H-imidazol-1-yl)-, ethyl esterHCID 3021566—

Reaction Steps

EtOH absolute (14.4 ml) was added slowly to SOCl2 (2.2 ml) at 0° C. and the mixture was heated at room temperature and 1,2-dihydro-3-(1-imidazolyl)-6-carboxy-naphthalene (7 g) was added. The reaction mixture was refluxed for one day, then was stirred overnight at room temperature. The solvent and the excess of SOCl2 were evaporated under reduced pressure and the residue was chromatographed on silica gel using CHCl3 :CH3OH (50:5) as eluant to give 1,2-dihydro-3-(1-imidazolyl)-6-ethoxycarbonyl-naphthalene(6.8 g), m.p. 113°-116° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04602022
Source datasetuspto-grants-1986_07
ORD IDord-22e6a0ee08d54ba68fb78bd2c8fcf36a
Source noteuspto-grants-1986_07