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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1963272Generated: October 29, 2026

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

https://huagongshe.com/reaction/1963272

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethyl chloroformateHCID 6586—
ReactantDiisopropylethylamineHCID 81531—
ReactantMethyl 2-(3-fluorobenzyl)piperidine-4-carboxylateHCID 66732105—
SolventDichloromethaneHCID 6344—
ProductDimethyl 2-(3-fluorobenzyl)piperidine-1,4-dicarboxylateHCID 6673461299.4%

Reaction Steps

Methyl 2-(3-fluorobenzyl)piperidine-4-carboxylate (7.6 g, 30.24 mmol) was dissolved in DCM (200 mL) and DIPEA (6.32 mL, 36.29 mmol), then methyl carbonochloridate (3.3 mL, 41.91 mmol) was added. The solution was stirred at room temperature for 2 h. 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 dimethyl 2-(3-fluorobenzyl)piperidine-1,4-dicarboxylate (9.30 g, 99%) as a brown oil. MS m/z 310 (M+H)+

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08415378B2
Source datasetuspto-grants-2013_04
ORD IDord-222c1f9fa8df41afbff1653ed5a1dd42
Source noteuspto-grants-2013_04