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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1751811Generated: October 28, 2026

Methyl iodide → 1-Tert-butoxycarbonyl-4-(4-chlorophenyl)-4-methoxypiperidine

https://huagongshe.com/reaction/1751811

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethyl iodideHCID 6328—
ReactantSodium hydrideHCID 24758—
Reactanttert-Butyl 4-(4-chlorophenyl)-4-hydroxypiperidine-1-carboxylateHCID 21997555—
SolventDimethylformamideHCID 6228—
Product1-Tert-butoxycarbonyl-4-(4-chlorophenyl)-4-methoxypiperidineHCID 21997578—

Reaction Steps

790 mg tert-butyl 4-(4-chlorophenyl)-4-hydroxypiperidine-1-carboxylate are placed in 5 ml dimethylformamide and 193 mg sodium hydride (60% in mineral oil) are added. The reaction mixture is stirred for 30 min at ambient temperature, then 267 μl methyl iodide are added. After 1 h the reaction mixture is poured onto ice and the product is extracted with diethyl ether. 650 mg product are obtained in the form of an oil. Analytical HPLC-MS (method B): RT==1.88 min.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09161927B2
Source datasetuspto-grants-2015_10
ORD IDord-cdc554d68b4d46b89904bc7470e0d1a7
Source noteuspto-grants-2015_10