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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1868430Generated: October 29, 2026

(1-Cyanocyclohexyl)acetic acid → Gabapentin

https://huagongshe.com/reaction/1868430

Reaction equation

Participants

RoleNameHCIDCharge
Reactant(1-Cyanocyclohexyl)acetic acidHCID 11073797—
CatalystPalladiumHCID 23938—
CatalystRhodiumHCID 23948—
SolventMethanolHCID 887—
ProductGabapentinHCID 3446—

Reaction Steps

In U.S. Pat. Nos. 5,132,451, 5,319,135 & 6,294,690, 1-cyanocyclohexane acetic acid was hydrogenated in methanol at room temperature for 2 hours, using 15% Rhodium on carbon catalyst containing 1% palladium. The mixture was filtered and the filtrate concentrated. Addition of isopropanol and stirring at 0-5 deg for 24 hrs gave gabapentin. In EP Patent no 414262B1,1-cyano cyclohexene acetic acid was hydrogenated on Raney nickel to produce Gabapentin.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07635717B2
Source datasetuspto-grants-2009_12
ORD IDord-8cd7a83d20b744baae789e392aea2c01
Source noteuspto-grants-2009_12