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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1963244Generated: October 29, 2026

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

https://huagongshe.com/reaction/1963244

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethyl chloroformateHCID 6586—
ReactantAmmonium ChlorideHCID 25517—
ReactantDiisopropylethylamineHCID 81531—
ReactantMethyl 2-(cyclohexyloxymethyl)piperidine-4-carboxylateHCID 59536562—
SolventDichloromethaneHCID 6344—
ProductDimethyl 2-(cyclohexyloxymethyl)piperidine-1,4-dicarboxylateHCID 5953655797.2%

Reaction Steps

Methyl 2-(cyclohexyloxymethyl)piperidine-4-carboxylate (2.13 g, 8.34 mmol) was dissolved in dichloromethane (50 mL). DIPEA (2.034 mL, 11.68 mmol) and methyl carbonochloridate (0.788 mL, 10.01 mmol) were added and the mixture was stirred at room temperature for 3 h. 0.1 M NH4Cl was added and the aqueous layer was extracted with DCM. The combined organic layers were filtered through a phase separator and evaporated. Dimethyl 2-(cyclohexyloxymethyl)piperidine-1,4-dicarboxylate (2.54 g, 97%) was isolated. MS m/z 314 (M+H)+

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08415378B2
Source datasetuspto-grants-2013_04
ORD IDord-bec1b2006e0441d4acdcc1aa8ba8d3af
Source noteuspto-grants-2013_04