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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1525673Generated: November 2, 2026

1-Methylcyclohexa-1,3-diene → 3,3-Difluoroazetidine-1-sulfonamide

https://huagongshe.com/reaction/1525673

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1-Methylcyclohexa-1,3-dieneHCID 121731—
ReactantBenzyl (3,3-difluoroazetidin-1-yl)sulfonylcarbamateHCID 89633252—
CatalystPalladium hydroxideHCID 9942167—
SolventMethanolHCID 887—
Product3,3-Difluoroazetidine-1-sulfonamideHCID 6721678791.2%

Reaction Steps

To a solution of benzyl (3,3-difluoroazetidin-1-yl)sulfonylcarbamate (Preparation 22, 800 mg, 2.61 mmol) in methanol (20 mL) was added 10% palladium hydroxide on charcoal (150 mg) and methylcyclohexadiene (4.9 g, 52.3 mmol) and the mixture heated at reflux for 18 hours. Once cooled the reaction mixture was filtered through Celite™ and concentrated to give the title compound as an amber oil (410 mg, 91%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09085517B2
Source datasetuspto-grants-2015_07
ORD IDord-16a9c9c2348f4e20bb203de0fb0c32e9
Source noteuspto-grants-2015_07