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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1963147Generated: October 28, 2026

Methyl chloroformate → Dimethyl 2-(4-(trifluoromethyl)phenyl)piperidine-1,4-dicarboxylate

https://huagongshe.com/reaction/1963147

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethyl chloroformateHCID 6586—
ReactantDiisopropylethylamineHCID 81531—
Reactant2-(4-Trifluoromethyl-phenyl)-piperidine-4-carboxylic acid methyl esterHCID 66731800—
SolventDichloromethaneHCID 6344—
ProductDimethyl 2-(4-(trifluoromethyl)phenyl)piperidine-1,4-dicarboxylateHCID 66734728101.2%

Reaction Steps

Methyl 2-(4-(trifluoromethyl)phenyl)piperidine-4-carboxylate (4.973 g, 17.31 mmol) was dissolved in DCM (100 mL) and DIPEA (3.62 mL, 20.77 mmol) added followed by methyl carbonochloridate (1.636 mL, 20.77 mmol). The solution was stirred at room temperature for 1 h 45 min. The reaction mixture was washed with 0.1 M HCl and satd NaHCO3. The organic phase was passed through a phase separator and evaporated to yield crude dimethyl 2-(4-(trifluoromethyl)phenyl)piperidine-1,4-dicarboxylate (6.05 g, 101%) as a brown oil. MS m/z 346 (M+H)+

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08415378B2
Source datasetuspto-grants-2013_04
ORD IDord-ef086c98d9154fe091ab841360477f90
Source noteuspto-grants-2013_04