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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1050964Generated: October 25, 2026

Dimethylformamide → 4-(4-Methoxy-carbonyl-phenyl)-piperidine-1-carboxylic acid tert-butyl ester

https://huagongshe.com/reaction/1050964

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethylformamideHCID 6228—
ReactantMethyl iodideHCID 6328—
ReactantPotassium CarbonateHCID 11430—
Reactant4-(4-Carboxy-phenyl)-piperidine-1-carboxylic acid tert-butyl esterHCID 22492859—
Product4-(4-Methoxy-carbonyl-phenyl)-piperidine-1-carboxylic acid tert-butyl esterHCID 118272431—

Reaction Steps

To a solution of 4-(4-carboxy-phenyl)-piperidine-1-carboxylic acid tert-butyl ester (828 mg, 2.71 mmol) in DMF (5 ml) are added iodomethane (577 mg, 4.07 μl) and potassium carbonate (375 mg, 2.71 mmol) and the reaction mixture is stirred for 4 hours at room temperature. The reaction mixture is evaporated and the residue is treated with dichloromethane. The solids are filtered off and the filtrate is evaporated to dryness to afford 4-(4-methoxy-carbonyl-phenyl)-piperidine-1-carboxylic acid tert-butyl ester as yellow solid; HPLC/MS 2.21 min (A), [M-tBu] 264.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09388142B2
Source datasetuspto-grants-2016_07
ORD IDord-5b6c8380a4cc400898f493f1c5eab4df
Source noteuspto-grants-2016_07