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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 451698Generated: October 29, 2026

Methanol → HCID 58017425, compound

https://huagongshe.com/reaction/451698

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethanolHCID 887—
ReactantDimethyl SulfideHCID 1068—
ReactantHCID 67364717HCID 67364717—
SolventTetrahydrofuranHCID 8028—
ProductHCID 58017425HCID 58017425—

Reaction Steps

(R)-tert-Butyl 3-((R)-(cyanomethoxy)(m-tolyl)methyl)piperidine-1-carboxylate (20 g, 0.04 mol) was dissolved in anhydrous THF (300 mL), and the solution was heated to reflux under nitrogen. A solution of BH3.Me2S (12 mL, 0.12 mol) in THF was added dropwise, and stirring was continued under reflux overnight. The resulting solution was cooled to rt and MeOH was added dropwise to quench the excess borane. After evaporation of the solution, the crude (R)-tert-butyl 3-((R)-(2-aminoethoxy)(m-tolyl)methyl)piperidine-1-carboxylate was obtained and used without further purification.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08487108B2
Source datasetuspto-grants-2013_07
ORD IDord-d63a63b1d5ea43a092318ab08a55c8a4
Source noteuspto-grants-2013_07