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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1879343Generated: October 26, 2026

Quinone → Endo-1,4a,8,8a-tetrahydro-1,4-ethanonaphthalene-5,8-dione

https://huagongshe.com/reaction/1879343

Reaction equation

Participants

RoleNameHCIDCharge
ReactantQuinoneHCID 4650—
Reactant1,3-CyclohexadieneHCID 11605—
SolventBenzeneHCID 241—
ProductEndo-1,4a,8,8a-tetrahydro-1,4-ethanonaphthalene-5,8-dioneHCID 137731—

Reaction Steps

A solution of 40 g of 1,4-benzoquinone and 35 mL of 1,3-cyclohexadiene in 90 mL of benzene was stirred in a closed vessel for 3 days at rt. The reaction mixture was concentrated and the residue was crystallized in EtOH to obtain 57 g of the desired compound as mixture of stereoisomers as greenish solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08314253B2
Source datasetuspto-grants-2012_11
ORD IDord-3bf4336c022049c9b5d2c94c7d2866be
Source noteuspto-grants-2012_11