Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1424948Generated: October 31, 2026

Hydrogen chloride-ethyl acetate → Benzyl cis(+/-)-[3-methoxypiperidin-4-yl]carbamate

https://huagongshe.com/reaction/1424948

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrogen chloride-ethyl acetateHCID 21866389—
Reactanttert-Butyl cis(+/-)-4-{[(benzyloxy)carbonyl]amino}-3-methoxypiperidine-1-carboxylateHCID 86648489—
SolventMethanolHCID 887—
ProductBenzyl cis(+/-)-[3-methoxypiperidin-4-yl]carbamateHCID 86648490—

Reaction Steps

tert-Butyl cis(±)-4-{[(benzyloxy)carbonyl]amino}-3-methoxypiperidine-1-carboxylate obtained in Example (40a) (4.28 g, 11.7 mmol) was dissolved in methanol (20 mL). A 4 N hydrochloric acid/ethyl acetate solution (60 mL) was added, and the mixture was stirred at room temperature for 40 minutes. The reaction solution was concentrated under reduced pressure and then saturated aqueous sodium bicarbonate solution was added, followed by extraction with THF. The organic layer was dried over anhydrous sodium sulfate and concentrated under reduced pressure. The resulting compound was used for the next reaction without purification.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08927588B2
Source datasetuspto-grants-2015_01
ORD IDord-5fa188e98ef54e0ca400d0a8bc9b9ca1
Source noteuspto-grants-2015_01