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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2235250Generated: October 31, 2026

p-Toluenesulfonic acid → 3-(2,4-Dichloro-benzyl)-1-(cis-2-methyl-4-oxo-cyclohexyl)-pyrrolidin-2-one

https://huagongshe.com/reaction/2235250

Reaction equation

Participants

RoleNameHCIDCharge
Reactantp-Toluenesulfonic acidHCID 6101—
Reactant3-(2,4-Dichloro-benzyl)-1-(cis-7-methyl-1,4-dioxa-spiro[4.5]dec-8-yl)-pyrrolidin-2-oneHCID 68472316—
SolventAcetoneHCID 180—
Product3-(2,4-Dichloro-benzyl)-1-(cis-2-methyl-4-oxo-cyclohexyl)-pyrrolidin-2-oneHCID 6846959294%

Reaction Steps

Dissolve 3-(2,4-dichloro-benzyl)-1-(cis-7-methyl-1,4-dioxa-spiro[4.5]dec-8-yl)-pyrrolidin-2-one (2.34 g, 5.87 mmol) in acetone (100 mL) and add TsOH (1.01 g, 5.87 mmol). Stir the reaction at room temperature for 24 hours until the starting material has been gone. Add saturated NaHCO3 (100 mL) and extract the aqueous layer with ethyl acetate (3×200 mL). Combine the organic layers and dry with Na2SO4, filter and concentrate to give 1.95 g (94%) of the crude title compound as a white solid: Mass spectrum (ion spray): m/z=354.2, 356.1 (M+1).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07713979B2
Source datasetuspto-grants-2010_05
ORD IDord-f749f7325e60485eb2f92e116bc354f3
Source noteuspto-grants-2010_05