Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2423383Generated: November 3, 2026

1,3-Cyclohexadiene → 5,6-Di(benzenesulfonyl)bicyclo[2.2.2]oct-2-ene

https://huagongshe.com/reaction/2423383

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1,3-CyclohexadieneHCID 11605—
Reactanttrans-1,2-Bis(phenylsulfonyl)ethyleneHCID 5367099—
SolventTolueneHCID 1140—
Product5,6-Di(benzenesulfonyl)bicyclo[2.2.2]oct-2-eneHCID 12778411104.4%

Reaction Steps

A mixed solution of 3.16 g (39.5 mmol) of 1,3-cyclohexadiene, 10.5 g (34.1 mmol) of trans-1,2-bis(phenylsulfonyl)ethylene and 200 ml of toluene was refluxed for 7 hours, then cooled and concentrated under reduced pressure to give a reaction mixture. This reaction crude product was made to recrystallize, thereby giving 5,6-bis(phenylsulfonyl)-bicyclo[2.2.2]octa-2-ene (13.8 g, 35.6 mmol, yield 90%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07960716B2
Source datasetuspto-grants-2011_06
ORD IDord-944ea45570164ef1ac6ebaebe9e97739
Source noteuspto-grants-2011_06