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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2242949Generated: October 25, 2026

[1-(3-Ethoxy-4-methoxy-benzyl)-piperidin-4-yl]-carbamic acid tert-butyl ester → 1-(3-Ethoxy-4-methoxy-benzyl)-piperidin-4-ylamine

https://huagongshe.com/reaction/2242949

Reaction equation

Participants

RoleNameHCIDCharge
Reactant[1-(3-Ethoxy-4-methoxy-benzyl)-piperidin-4-yl]-carbamic acid tert-butyl esterHCID 67147361—
SolventHydrochloric AcidHCID 313—
SolventEthanolHCID 702—
Solvent1,4-DioxaneHCID 31275—
Product1-(3-Ethoxy-4-methoxy-benzyl)-piperidin-4-ylamineHCID 3925744589%

Reaction Steps

A solution of [1-(3-ethoxy-4-methoxy-benzyl)-piperidin-4-yl]-carbamic acid tert-butyl ester (9.71 g, 26.64 mmol) in ethanol (50 mL) and 4 M HCl in dioxane (75 mL) was stirred at rt for 2 h. The hydrochloric acid was removed under reduced pressure and the crude reaction product extracted from a solution of 1 M NaOH (200 mL) with ethyl acetate (3×100 mL). The combined organic phases were dried over MgSO4 and concentrated by evaporation under reduced pressure yielding 4.69 g (89%) of a white solid. The crude material was directly used in the following reaction step. MS (ESI): 265.0 [M+H]+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07674804B2
Source datasetuspto-grants-2010_03
ORD IDord-1471ff49d51445f7a57e7e2a3ffbd400
Source noteuspto-grants-2010_03