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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1576174Generated: October 26, 2026

Sulfolane → 2-ethyl-10,11-dihydro-5H-dibenzo [a,d]cyclohepten-5-one

https://huagongshe.com/reaction/1576174

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSulfolaneHCID 31347—
Reactant2-[2-(3-Methylphenyl)ethyl]benzoic acidHCID 12398816—
Reactant2-methyl-10,11-dihydro-5H-dibenzo[a,d]cyclohepten-5-oneHCID 12398817—
SolventWaterHCID 962—
Product2-ethyl-10,11-dihydro-5H-dibenzo [a,d]cyclohepten-5-oneHCID 22117289—
Product3-(o-Carboxyphenethyl)ethylbenzeneHCID 70638813—

Reaction Conditions

Temperature100 °C

Reaction Steps

75 Gm. of 3-(o-carboxyphenethyl)toluene is dissolved in 400 ml. sulpholane and heated to 110°-120°C. 200 Ml. of polyphosphoric acid is added and the mixture is stirred at 100°C. for 90 minutes, and then poured onto ice and water. The mixture is extracted with hexane and the solution dried and evaporated to give 64 gm., 89%, of 2-methyl-10,11-dihydro-5H-dibenzo[a,d]cyclohepten-5-one as an oil. Use of 3-(o-carboxyphenethyl)ethylbenzene gives a similar yield of 2-ethyl-10,11-dihydro-5H-dibenzo [a,d]cyclohepten-5-one.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS03979430
Source datasetuspto-grants-1976_09
ORD IDord-f66ae5bfa3d54ade86dbd52ec12e69e9
Source noteuspto-grants-1976_09