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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1359368Generated: November 1, 2026

2,2-Dimethoxypropane → 2-Benzyl-6-[cis-3,4-(dimethylmethylenedioxy)pyrrolidine-1-yl]pyridine

https://huagongshe.com/reaction/1359368

Reaction equation

Participants

RoleNameHCIDCharge
Reactant2,2-DimethoxypropaneHCID 6495—
ReactantD-Camphorsulfonic AcidHCID 65617—
ReactantSodium BicarbonateHCID 516892—
Reactant2-Benzyl-6-(cis-3,4-dihydroxypyrrolidine-1-yl)pyridineHCID 69758731—
SolventDimethylformamideHCID 6228—
Product2-Benzyl-6-[cis-3,4-(dimethylmethylenedioxy)pyrrolidine-1-yl]pyridineHCID 69759918100%

Reaction Steps

A mixture of 2.5 g of 2-benzyl-6-(cis-3,4-dihydroxypyrrolidine-1-yl)pyridine, 2.3 g of dl-10-camphorsulfonic acid, 20 ml of 2,2-dimethoxypropane and 5.0 ml of N,N-dimethylformamide was stirred at room temperature overnight. Aqueous saturated sodium bicarbonate was added to the reaction solution, and the mixture was extracted with ethyl acetate. The organic phase was washed with water and brine, and the solvent was removed. Then, the residue was subjected to filtration through silica gel and eluted with ethyl acetate, to give 2.87 g of the target compound.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06599917B1
Source datasetuspto-grants-2003_07
ORD IDord-141347c0d4224e4d8930515a0805b62e
Source noteuspto-grants-2003_07