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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 405945Generated: October 29, 2026

Methyl iodide → Tert-butyl 4-(4-chlorophenyl)-4-methoxymethylpiperidine-1-carboxylate

https://huagongshe.com/reaction/405945

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethyl iodideHCID 6328—
ReactantSodium hydrideHCID 24758—
ReactantTert-butyl 4-(4-chlorophenyl)-4-hydroxymethylpiperidine-1-carboxylateHCID 58117682—
SolventDimethylformamideHCID 6228—
ProductTert-butyl 4-(4-chlorophenyl)-4-methoxymethylpiperidine-1-carboxylateHCID 58117854—

Reaction Steps

440 mg tert-butyl 4-(4-chlorophenyl)-4-hydroxymethylpiperidine-1-carboxylate are placed in 2.5 ml dimethylformamide and 92 mg sodium hydride (60% in mineral oil) are added. The reaction mixture is stirred for 30 min at ambient temperature, then 95 μl methyl iodide are added. After 1 h the reaction mixture is poured onto ice and the product is extracted with diethyl ether. 370 mg product are obtained as an oil.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08754073B2
Source datasetuspto-grants-2014_06
ORD IDord-64b68dc6f9c64a319bce51fd0e70b11d
Source noteuspto-grants-2014_06