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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 511150Generated: October 28, 2026

Tetrahydrofuran → Methyl-[1-(4-ethoxy-phenyl)-piperidin-4-ylmethyl]-amine

https://huagongshe.com/reaction/511150

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTetrahydrofuranHCID 8028—
ReactantAluminium lithium hydrideHCID 21226445—
Reactant[1-(4-Ethoxy-phenyl)-piperidin-4-ylmethyl]-carbamic acid tert-butyl esterHCID 58576345—
SolventWaterHCID 962—
ProductMethyl-[1-(4-ethoxy-phenyl)-piperidin-4-ylmethyl]-amineHCID 5857668598.3%

Reaction Steps

[1-(4-Ethoxy-phenyl)-piperidin-4-ylmethyl]-carbamic acid tert-butyl ester (963 mg, 2.88 mmol, prepared in accordance with Example 106) is added to a molar solution of lithium aluminium hydride in tetrahydrofuran (10 mL, 10 mmol) and the resulting mixture is refluxed for 2 hours. After cooling with an ice bath, water (1 mL) is added carefully and the mixture is stirred overnight at room temperature. The reaction is then filtered and the filtrate is concentrated under reduced pressure. The residue obtained is dried under high vacuum to afford the desired product (701 mg; 2.83 mmol).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09096524B2
Source datasetuspto-grants-2015_08
ORD IDord-4ad81030ba29402c833a23fd80857368
Source noteuspto-grants-2015_08