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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 420027Generated: October 26, 2026

p-Toluenesulfonic acid → N-methylhex-5-en-1-amine 4-methylbenzenesulfonate

https://huagongshe.com/reaction/420027

Reaction equation

Participants

RoleNameHCIDCharge
Reactantp-Toluenesulfonic acidHCID 6101—
Reactant2,2,2-Trifluoro-N-(hex-5-EN-1-YL)-N-methylacetamideHCID 57578759—
SolventMethanolHCID 887—
ProductN-methylhex-5-en-1-amine 4-methylbenzenesulfonateHCID 4673774176%

Reaction Steps

At room temperature, compound 31a (71.88 g, 1 eq.) and p-toluene sulfonic acid (74.4 g, 1.2 eq.) were dissolved in MeOH (640 mL). The reaction mixture was refluxed for 7 days. The solvent was then removed under vacuum, and the residue was recrystallized in acetone. The product was isolated by filtration, dried over P2O5 to give compound 32a as a white powder in 76% yield.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08093379B2
Source datasetuspto-grants-2012_01
ORD IDord-10bab9396bb94079ac64594dd028210d
Source noteuspto-grants-2012_01