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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 887344Erstellt: 25. Oktober 2026

(-)-Mandelic acid → tert-butyl 4-((1R)-1-aminoethyl)piperidine-1-carboxylate

https://huagongshe.com/reaction/887344

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
Edukt(-)-Mandelic acidHCID 11914—
Edukttert-Butyl 4-(1-aminoethyl)piperidine-1-carboxylateHCID 22647295—
LösungsmittelAcetoneHCID 180—
Produkttert-butyl 4-((1R)-1-aminoethyl)piperidine-1-carboxylateHCID 5941462319%

Reaktionsschritte

From the mother liquor of the above mentioned first crystallization tert-butyl 4-(1-aminoethyl)piperidine-1-carboxylate (20 g, 88 mmol) could be isolated (enriched in the other enantiomer). To the material was added (R)-(−)-mandelic acid (14 g, 92 mmol) and acetone (300 mL). The mixture was heated until a clear solution was obtained and allowed to cool to room temperature while stirring. The obtained precipitate was collected, rinsed with some acetone and recrystallized once as described above. After acid base separation, (R)-tert-butyl 4-(1-aminoethyl)piperidine-1-carboxylate was obtained (7.5 g, 99+% ee, 19% yield).

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS08247421B2
Quelldatensatzuspto-grants-2012_08
ORD IDord-95080666486a4f23a9f354eea91e27a6
Quellennotizuspto-grants-2012_08