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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2428205Generated: October 31, 2026

Hydrochloric Acid → (3R,4S)-1-(tert-butoxycarbonyl)-4-{4-[2-(2,6-dichloro-4-methylphenoxy)ethoxy]phenyl}piperidine-3-carboxylic acid

https://huagongshe.com/reaction/2428205

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
ReactantSodium HydroxideHCID 14798—
Reactant(3R,4S)-4-{4-[2-(2,6-Dichloro-4-methyl-phenoxy)-ethoxy]-phenyl}-piperidine-1,3-dicarboxylic Acid 1-tert-butyl Ester 3-methyl EsterHCID 67148356—
SolventMethanolHCID 887—
Product(3R,4S)-1-(tert-butoxycarbonyl)-4-{4-[2-(2,6-dichloro-4-methylphenoxy)ethoxy]phenyl}piperidine-3-carboxylic acidHCID 5923421699.6%

Reaction Conditions

Temperature80 °C

Reaction Steps

A mixture of compound D7 (4.31 g, 8 mmol) in MeOH (50 mL) and aq. 1M NaOH (79 mL) was stirred at 80° C. for 8 h. The mixture was allowed to cool to rt, and aq. 2M HCl (50 mL) was added. The mixture was extracted with EtOAc. The combined org. extracts were washed with brine, dried over MgSO4, filtered, and the solvents were removed under reduced pressure. Drying the residue under high vacuum yielded the crude title compound (4.18 g, quantitative yield). LC-MS: tR=1.12 min, ES+: 524.41.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07968720B2
Source datasetuspto-grants-2011_06
ORD IDord-a087b9ab4d724c8288334512c3b3e7ff
Source noteuspto-grants-2011_06