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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1963315Generated: October 31, 2026

Methyl chloroformate → Dimethyl 2-(2,6-difluorobenzyl)piperidine-1,4-dicarboxylate

https://huagongshe.com/reaction/1963315

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethyl chloroformateHCID 6586—
ReactantDiisopropylethylamineHCID 81531—
ReactantMethyl 2-(2,6-difluorobenzyl)piperidine-4-carboxylateHCID 66731568—
SolventDichloromethaneHCID 6344—
ProductDimethyl 2-(2,6-difluorobenzyl)piperidine-1,4-dicarboxylateHCID 6673496498.2%

Reaction Steps

Methyl 2-(2,6-difluorobenzyl)piperidine-4-carboxylate (5.008 g, 18.60 mmol) was dissolved in DCM (121 mL) and DIPEA (3.89 mL, 22.32 mmol) followed by methyl carbonochloridate (2.050 mL, 26.04 mmol) were added. After 3.5 h at room temperature the solution was washed with 0.1 M HCl and satd NaHCO3. The organic phase was dried and concentrated to yield dimethyl 2-(2,6-difluorobenzyl)piperidine-1,4-dicarboxylate (5.98 g, 98%). MS m/z 328 (M+H)+

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08415378B2
Source datasetuspto-grants-2013_04
ORD IDord-e2011a64e76a4ee08adf1e03cd6e9d97
Source noteuspto-grants-2013_04