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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1963151Generated: October 28, 2026

Methyl chloroformate → Dimethyl 2-(3-tert-butylphenyl)piperidine-1,4-dicarboxylate

https://huagongshe.com/reaction/1963151

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethyl chloroformateHCID 6586—
ReactantDiisopropylethylamineHCID 81531—
ReactantMethyl 2-(3-tert-butylphenyl)piperidine-4-carboxylateHCID 66731564—
SolventDichloromethaneHCID 6344—
ProductDimethyl 2-(3-tert-butylphenyl)piperidine-1,4-dicarboxylateHCID 66734775102.2%

Reaction Steps

Methyl 2-(3-tert-butylphenyl)piperidine-4-carboxylate (2.56 g, 9.30 mmol) was dissolved in DCM (100 mL) and DIPEA (2.429 mL, 13.94 mmol) added followed by methyl carbonochloridate (0.9 mL, 11.43 mmol) at 0° C. The solution was stirred at room temperature for 1 h. The reaction mixture was washed with 1 M aq HCl (pH 4) followed by brine, satd NaHCO3. The organic phase was passed through a phase separator and evaporated to yield dimethyl 2-(3-tert-butylphenyl)piperidine-1,4-dicarboxylate (3.17 g, quant.) as a brown oil.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08415378B2
Source datasetuspto-grants-2013_04
ORD IDord-954077d9990d4cedac75cd1b02237852
Source noteuspto-grants-2013_04