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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1015538Generated: October 25, 2026

p-Toluenesulfonic acid → 1-{1-[(1,1-Dioxido isothiazolidin-2-yl)methyl]tricyclo[3.3.1.03,7]non-3-yl}ethanone

https://huagongshe.com/reaction/1015538

Reaction equation

Participants

RoleNameHCIDCharge
Reactantp-Toluenesulfonic acidHCID 6101—
Reactant2-{[3-(2-Methyl-1,3-dioxolan-2-yl)tricyclo[3.3.1.03,7]non-1-yl]methyl}isothiazolidine 1,1-dioxideHCID 67017884—
SolventAcetoneHCID 180—
SolventEthyl AcetateHCID 8857—
Product1-{1-[(1,1-Dioxido isothiazolidin-2-yl)methyl]tricyclo[3.3.1.03,7]non-3-yl}ethanoneHCID 6701784692.5%

Reaction Steps

A stirred solution of the compound obtained by Step I (0.68 g, 2.0 mmol) and p-toluenesulfonic acid (38 mg, 0.2 mmol) in acetone (8 mL) was refluxed for 4 h. The reaction mixture was diluted with EtOAc and washed with 10% aq. NaHCO3 and brine, dried over Na2SO4, and the solvent was evaporated under reduced pressure to obtain 1-{1-[(1,1-dioxido isothiazolidin-2-yl)methyl]tricyclo[3.3.1.03,7]non-3-yl}ethanone (0.55 g) in 92% yield as a viscous liquid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07985759B2
Source datasetuspto-grants-2011_07
ORD IDord-95fc627dd69943e69a9a58b7ef0429bb
Source noteuspto-grants-2011_07