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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 244301Generated: October 26, 2026

trans-1,2-Bis(phenylsulfonyl)ethylene → 10,11-Bis(phenylsulfonyl)-4,4-dimethyl-3,5-dioxa-tricyclo[5.2.2.02.6]undec-8-ene

https://huagongshe.com/reaction/244301

Reaction equation

Participants

RoleNameHCIDCharge
Reactanttrans-1,2-Bis(phenylsulfonyl)ethyleneHCID 5367099—
Reactant3a,7a-dihydro-2,2-dimethyl-1,3-BenzodioxoleHCID 11768761—
SolventTolueneHCID 1140—
Product10,11-Bis(phenylsulfonyl)-4,4-dimethyl-3,5-dioxa-tricyclo[5.2.2.02.6]undec-8-eneHCID 58427898—

Reaction Steps

Trans-1,2-bis(phenylsulfonyl)ethylene (1.37 g, 4.45 mmol) was added to a solution of the compound obtained in Step (12) in toluene, and air in a vessel containing the mixture was replaced with nitrogen. After having been refluxed for 8 hours, the mixture was concentrated under reduced pressure. The resultant reaction product was purified by silica gel chromatography (50% EtOAc/Hexane), whereby 10,11-bis(phenylsulfonyl)-4,4-dimethyl-3,5-dioxa-tricyclo[5.2.2.02.6]undec-8-ene was obtained (2.0 g, 98%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08658459B2
Source datasetuspto-grants-2014_02
ORD IDord-7c8bc27a6374426881938a7721aefc7f
Source noteuspto-grants-2014_02