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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 274085Generated: October 25, 2026

1,2-Dichloroethane → 2-Chloro-1-(naphthalen-1-yl)ethan-1-one

https://huagongshe.com/reaction/274085

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1,2-DichloroethaneHCID 11—
Reactant2-Bromo-1-(1-naphthalenyl)ethanoneHCID 3830513—
CatalystTetrabutylammonium BromideHCID 74236—
Product2-Chloro-1-(naphthalen-1-yl)ethan-1-oneHCID 12587403—

Reaction Steps

A solution of 2-bromoacetylnaphthalene (7.00 g) and tetra-n-butyl ammonium bromide (0.905 g) in 1,2-dichloroethane (226 ml) was refluxed for 3.5 hours, evaporated in vacuo and extracted with dichloromethane. The extract was washed with brine, dried over magnesium sulfate, and evaporated in vacuo. The residue was washed with n-hexane to afford 2-chloroacetylnaphthalene (5.43 g) as a yellow powder.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05387710
Source datasetuspto-grants-1995_02
ORD IDord-968eb1c0ff3e4458a082a1bf005d9257
Source noteuspto-grants-1995_02