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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2267688Generated: October 26, 2026

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

https://huagongshe.com/reaction/2267688

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 numberUS07858781B2
Source datasetuspto-grants-2010_12
ORD IDord-7a4687c3c03e4e63924ddf9a5848a518
Source noteuspto-grants-2010_12