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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 612848Generated: October 31, 2026

Oxalic Acid → (S)-2,2-diphenyl-2-(pyrrolidin-3-yl)acetonitrile

https://huagongshe.com/reaction/612848

Reaction equation

Participants

RoleNameHCIDCharge
ReactantOxalic AcidHCID 971—
Reactant((S)-1-Benzylpyrrolidin-3-yl)diphenylacetonitrileHCID 13633739—
ReactantHCID 178418361HCID 178418361—
CatalystHCID 178418390HCID 178418390—
SolventEthanolHCID 702—
Product(S)-2,2-diphenyl-2-(pyrrolidin-3-yl)acetonitrileHCID 22842833—

Reaction Conditions

Temperature60 °C

Reaction Steps

The procedure of Example 1 was followed except that the autoclave was charged with 3.9 g of 79% pure (S)-1-benzyl-3-(1-cyano-1,1-diphenylmethyl)-pyrrolidine, 3.1 ml of ethanol, 786 mg of oxalic acid and 158 mg of moist 5% palladium-carbon (water content 52% by weight) and that hydrogen was introduced thereinto and the autoclave was heated to thereby raise the temperature to 60° C. and the pressure to 203 kPa and the reaction was allowed to proceed for 3.5 hours. (S)-3-(1-Cyano-1,1-diphenylmethyl)-pyrrolidine was obtained in a yield of 70 mole percent.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06005119
Source datasetuspto-grants-1999_12
ORD IDord-060dd58e3eb744189f6d842e8f4443b4
Source noteuspto-grants-1999_12