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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 215949Erstellt: 24. Oktober 2026

Triethylamine → HCID 178525099, Verbindung

https://huagongshe.com/de/reaction/215949

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktTriethylamineHCID 8471—
EduktSodium triacetoxyborohydrideHCID 5049666—
Edukt1-Benzyl 4-methyl 4-(2-oxoethyl)piperidine-1,4-dicarboxylateHCID 58893182—
EduktHCID 178479278HCID 178479278—
Lösungsmittel1,2-DichloroethaneHCID 11—
LösungsmittelDichloromethaneHCID 6344—
ProduktHCID 178525099HCID 17852509972,4%

Reaktionsschritte

A mixture of 1-benzyl 4-methyl 4-(2-oxoethyl)piperidine-1,4-dicarboxylate (4.80 g, 0.0150 mol), trans-4-aminocyclohexanol hydrochloride (2.5 g, 0.016 mol) and triethylamine (3.3 mL, 0.024 mol) in 1,2-dichloroethane (30.0 mL) was stirred at room temperature for 30 min. To the mixture was added sodium triacetoxyborohydride (7.9 g, 0.038 mol) with stirring. The mixture was stirred at room temperature for 1 h, then was heated at 80° C. for 2 h. After cooling, the mixture was diluted with dichloromethane, and washed with 1N HCl solution, NaHCO3 (7.5%), water, and brine successively, dried over Na2SO4, filtered, and concentrated. The residue was purified by flash chromatography to give benzyl 2-(trans-4-hydroxycyclohexyl)-1-oxo-2,8-diazaspiro[4.5]decane-8-carboxylate (4.20 g, 72.0%).

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS08193207B2
Quelldatensatzuspto-grants-2012_06
ORD IDord-2498d971c4d14bd490bb207ad8b680fe
Quellennotizuspto-grants-2012_06