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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 871915Generated: October 26, 2026

Triethylamine → HCID 57986839, compound

https://huagongshe.com/reaction/871915

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriethylamineHCID 8471—
ReactantIsobutyl chloroformateHCID 62365—
Reactant(Benzyloxy)acetic acidHCID 290301—
ReactantHCID 178451986HCID 178451986—
SolventTolueneHCID 1140—
ProductHCID 57986839HCID 57986839—

Reaction Steps

To a solution of benzyloxy-acetic acid (5 g, 30 mmol), NEt3 (3.6 g, 36 mmol) in toluene (150 mL) was added isobutylchloroformate (4.1 g, 30 mmol) at 0° C. The mixture was stirred at room temperature for 1.5 hours. 4-(N-hydroxycarbamimidoyl)-piperidine-1-carboxylic acid tert-butyl ester (7.3 g, 30 mmol) was added to the mixture. The mixture was heated under reflux overnight, cooled and the mixture was washed successively with H2O and brine. After drying (Na2SO4), the solvent was removed. The residue was purified by flash chromatography on silica gel to afford the desired product. 1H NMR (CDCl3): δ 7.4˜7.3 (5H, m), 4.7 (2H, s), 4.69 (2H, s), 4.2˜4.04 (2H, m), 3.02˜2.84 (3H, m), 2.04˜1.94 (2H, m), 1.84˜1.7 (2H, m), 1.46 (9H, s).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08975258B2
Source datasetuspto-grants-2015_03
ORD IDord-4f40c99446004891b0cb320e2b75c321
Source noteuspto-grants-2015_03