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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1928988Generated: October 26, 2026

Hydrochloric Acid → (3R,4R)-3-methylpiperidin-4-yl pivalate

https://huagongshe.com/reaction/1928988

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
Reactanttrans-2,2-Dimethyl-propionic acid 1-benzyl-3-methyl-piperidin-4-yl esterHCID 131728602—
CatalystPalladiumHCID 23938—
SolventMethanolHCID 887—
Product(3R,4R)-3-methylpiperidin-4-yl pivalateHCID 59600263—

Reaction Steps

The trans-ester 18 (104 g, 359 mmol) is hydrogenated in methanol (1700 ml) with Pd/C in the presence of one equivalent of HCl (431 ml, 359 mmol, 1.25M in MeOH). The mixture is filtered and evaporated. The residue is redissolved in ether and extracted with 1N-NaOH and brine. Evaporation gives a colourless oil.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08183366B2
Source datasetuspto-grants-2012_05
ORD IDord-3be307865666433cb8f3d30bfa591a17
Source noteuspto-grants-2012_05