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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 839685Generated: October 30, 2026

Benzene → 2-Ethyl-2-phenyl-5-methoxy-6,7-dichloro-1-indanone

https://huagongshe.com/reaction/839685

Reaction equation

Participants

RoleNameHCIDCharge
ReactantBenzeneHCID 241—
ReactantIodoethaneHCID 6340—
ReactantSodium MethoxideHCID 10942334—
Reactant2-Phenyl-5-methoxy-6,7-dichloro-1-indanoneHCID 10990444—
SolventWaterHCID 962—
SolventDimethylformamideHCID 6228—
Product2-Ethyl-2-phenyl-5-methoxy-6,7-dichloro-1-indanoneHCID 12423589—

Reaction Steps

Sodium methoxide (1.24 g., 0.023 mole) is added portionwise to a stirred mixture of 2-phenyl-5-methoxy-6,7-dichloro-1-indanone (4.61 g., 0.015 mole), iodoethane (15.5 ml., 0.15 mole), benzene (60 ml.) and dimethylformamide (60 ml.) under nitrogen in an ice-water bath. The reaction mixture is left to come to ambient temperature over one hour, then poured into water (1 l.), the benzene layer separated, dried over anhydrous magnesium sulfate and concentrated in vacuo to give 3.23 g. of 2-ethyl-2-phenyl-5-methoxy-6,7-dichloro-1-indanone which melts at 139°-141° C. on crystallization from benzene:hexane, 1:1.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04096267
Source datasetuspto-grants-1978_06
ORD IDord-537a7ba9f12240c4bbfb1d2b7b5fe10d
Source noteuspto-grants-1978_06