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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 658234Generated: October 26, 2026

Water → (3R,4S)-4-{4-[2-(2,6-Dichloro-4-methyl-phenoxy)-ethoxy]-phenyl}-piperidine-1,3-dicarboxylic Acid 1-tert-butyl Ester 3-methyl Ester

https://huagongshe.com/reaction/658234

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantSodium MethoxideHCID 10942334—
Reactant4-{4-[2-(2,6-Dichloro-4-methylphenoxy)ethoxy]phenyl}piperidine-1,3-dicarboxylic acid 1-tert-butyl ester 3-methyl esterHCID 67148722—
SolventMethanolHCID 887—
Product(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—

Reaction Conditions

Temperature70 °C

Reaction Steps

To a sol. of compound 4-{4-[2-(2,6-Dichloro-4-methylphenoxy)ethoxy]phenyl}piperidine-1,3-dicarboxylic acid 1-tert-butyl ester 3-methyl ester (0.21 g, 0.38 mmol) in MeOH (2 mL) under Ar was added NaOMe (6 mg, 0.11 mmol). The mixture was stirred for 3 days at 70° C. Water was added, and the mixture was extracted with EtOAc. The org. phase was washed with brine, dried over MgSO4, filtered, and the solvents were removed under reduced pressure. The title compound (150 mg, 72%) was not further purified. LC-MS: tR=1.18 min, ES+=538.32.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08076359B2
Source datasetuspto-grants-2011_12
ORD IDord-d3d8426da7554bdfa1b042f21057a997
Source noteuspto-grants-2011_12