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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 895623Generated: October 30, 2026

Phthalimide → HCID 22380593, compound

https://huagongshe.com/reaction/895623

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPhthalimideHCID 6809—
ReactantTriphenylphosphineHCID 11776—
Reactantethyl N-ethoxycarbonyliminocarbamateHCID 220568—
Reactant1-Boc-4-(2-hydroxymethyl-phenylamino)-piperidineHCID 10780997—
SolventWaterHCID 962—
SolventTetrahydrofuranHCID 8028—
ProductHCID 22380593HCID 2238059341.3%

Reaction Steps

1-(tert-Butoxycarbonyl)-4-[(2-hydroxymethylphenyl)amino]piperidine (716 mg) was dissolved in tetrahydrofuran (7 ml), added with phthalimide (349 mg), triphenylphosphine (736 mg) and diethyl azodicarboxylate (0.43 ml) and stirred at room temperature for 21 hours. The reaction mixture was added with water (10 ml) and extracted twice with dichloromethane (10 ml). The organic layer was dried over anhydrous magnesium sulfate, and then the solvent was evaporated under reduced pressure. The residue was purified by silica gel column chromatography (elution solvent: hexane:ethyl acetate=4:1) to obtain crude 1-(tert-butoxycarbonyl)-4-[(2-phthalimidylmethylphenyl)amino]piperidine (420 mg).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06916822B2
Source datasetuspto-grants-2005_07
ORD IDord-664b759185ce461b8b41e3efdae5d4cf
Source noteuspto-grants-2005_07