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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1670836Generated: October 31, 2026

Diisopropylethylamine → 3-Cyclohexyl-1-(2,6-dichloro-4-methoxy-benzyl)-pyrrolidin-2-one

https://huagongshe.com/reaction/1670836

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDiisopropylethylamineHCID 81531—
Reactant4-bromo-2-cyclohexyl-N-(2,6-dichloro-4-methoxy-benzyl)-butyramideHCID 67356330—
SolventTetrahydrofuranHCID 8028—
SolventEthyl AcetateHCID 8857—
Product3-Cyclohexyl-1-(2,6-dichloro-4-methoxy-benzyl)-pyrrolidin-2-oneHCID 5765801280%

Reaction Steps

Treat a solution of 4-bromo-2-cyclohexyl-N-(2,6-dichloro-4-methoxy-benzyl)-butyramide (2.0 g, 4.6 mmol) in THF (30 mL) with diisopropyl ethyl amine (1.19 g, 9.19 mmol) at 40° C. for 12 hours and at reflux for 6 hours. Cool the reaction, dilute with ethylacetate and wash with HCl (1N) and water. After drying the organic layer over sodium sulfate, filtrate and concentrate under vacuum. Purify the residue by silica gel chromatography with 1:4 ethyl acetate:hexane to afford 1.3 g (80%) of the title compound. MS (m/z): 356 (M+).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07994176B2
Source datasetuspto-grants-2011_08
ORD IDord-4a72a2cacc964d179273eefcb7f3d378
Source noteuspto-grants-2011_08