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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2052038Generated: October 31, 2026

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

https://huagongshe.com/reaction/2052038

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 numberUS04182764
Source datasetuspto-grants-1980_01
ORD IDord-6d7b9c41fbc143fe8b51fadf94aadfa9
Source noteuspto-grants-1980_01