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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1948382Generated: November 1, 2026

Triethylamine → HCID 86647411, compound

https://huagongshe.com/reaction/1948382

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriethylamineHCID 8471—
ReactantBenzophenone imineHCID 136809—
Reactanttert-Butyl 4-amino-3-hydroxypiperidine-1-carboxylateHCID 21874161—
SolventTolueneHCID 1140—
ProductHCID 86647411HCID 8664741187.9%

Reaction Steps

tert-butyl-4-amino-3-hydroxypiperidine-1-carboxylate (11.9 g; 55 mmol) and benzophenone imine (10 g; 59 mmol; 1.05 eq.) were dissolved in anhydrous toluene and heated to reflux for 18 hrs. Monitored the reaction by TLC (30% EtOAc/hexanes with 0.1% triethylamine). The crude reaction was concentrated and purified by flash column chromatography. Isolation gave 18.4 g of the title compound in an 86% yield. LC/MS (ES+)[(M+H)+]: 381 for C23H28N2O3.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08399489B2
Source datasetuspto-grants-2013_03
ORD IDord-7500a834f0364033aa1e0cf740d80605
Source noteuspto-grants-2013_03