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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1447681Generated: November 2, 2026

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

https://huagongshe.com/reaction/1447681

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 numberUS04177285
Source datasetuspto-grants-1979_12
ORD IDord-05ac0d2fb83d4ed89a45a9682a762ce7
Source noteuspto-grants-1979_12