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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 613256Generated: October 30, 2026

Triethylamine → HCID 54042425, compound

https://huagongshe.com/reaction/613256

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriethylamineHCID 8471—
Reactant1,1'-CarbonyldiimidazoleHCID 68263—
ReactantO-BenzylhydroxylamineHCID 102313—
ReactantHCID 15463122HCID 15463122—
SolventTetrahydrofuranHCID 8028—
ProductHCID 54042425HCID 5404242551.9%

Reaction Steps

4-Oxo-4-[4-(4-phenyl-piperidin-1-yl)-phenyl]-butyric acid (1.0 g, 2.96 mmol) (Example 1) and carbonyldimidazole (0.51 g, 3.11 mmol) were stirred for 18 hours at room temperature under nitrogen. A slurry of O-Benzylhydroxylamine (0.57 g, 3.55 mmol) and triethylamine (0.49 mL, 3.55 mol) in THF (5 mL) was added in one portion and the resulting mixture refluxed for 18 hours, filtered, and washed with THF (50 mL). The filtrate was concentrated and columned on silica gel eluting with 50% ethyl acetate in hexanes to give 4-benzyloxyimino-4-[4-(4-phenyl-piperidin-1-yl)-phenyl]-butyric acid (0.68 g, %C,H,N found: 76.01, 6.89, 6.26).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06008220
Source datasetuspto-grants-1999_12
ORD IDord-e84646f44abf4e848f2364e55f30899f
Source noteuspto-grants-1999_12