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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1979533Generated: October 27, 2026

Sodium Chloride → 1-[2-(3,5-Dimethoxyphenyl)ethyl]-alpha-(3,5-dimethoxyphenyl)-alpha-(1-methylethyl)-piperidine-3-propanenitrile

https://huagongshe.com/reaction/1979533

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium ChlorideHCID 5234—
Reactant1-[2-(3,5-Dimethoxyphenyl)ethyl]-3-chloromethylpiperidineHCID 14183621—
Reactantalpha-Isopropyl-3,5-dimethoxyphenylacetonitrileHCID 14183624—
SolventTetrahydrofuranHCID 8028—
Product1-[2-(3,5-Dimethoxyphenyl)ethyl]-alpha-(3,5-dimethoxyphenyl)-alpha-(1-methylethyl)-piperidine-3-propanenitrileHCID 14183651—

Reaction Conditions

Temperature-50 °C

Reaction Steps

The reaction mixture is stirred at -50° C. for 20 minutes, a solution of 2.75 g (0.0125 mol) of the nitrile prepared under (a) in 10 cc of THF is then added dropwise, the mixture is stirred again at -50° C. for 30 minutes and a solution of 3 g of the compound prepared under (b) in 10 cc of THF is then added. The reaction mixture is stirred for 1 hour at -50° C. and then left to stand overnight at ambient temperature. It is poured into 0.5 liter of a water/ice mixture, saturated with NaCl and extracted with diethyl ether. The organic phase is dried and evaporated. The oil obtained is chromatographed on a silica 60 column, elution being carried out with a 70/30 CH2Cl2 /acetone mixture.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04481207
Source datasetuspto-grants-1984_11
ORD IDord-c295a7730fa74cc1a4680abb0f1533a9
Source noteuspto-grants-1984_11