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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 18096Erstellt: 24. Oktober 2026

Benzoyl chloride → 2-Thioureidomethyl-piperidine-1-carboxylic acid tert butyl ester

https://huagongshe.com/de/reaction/18096

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktBenzoyl chlorideHCID 7412—
EduktSodium thiocyanateHCID 516871—
Edukttert-Butyl 2-(aminomethyl)piperidine-1-carboxylateHCID 2756482—
LösungsmittelAcetoneHCID 180—
Produkt2-Thioureidomethyl-piperidine-1-carboxylic acid tert butyl esterHCID 8659367676,4%

Reaktionsschritte

Benzoyl chloride (1.2 ml) was added dropwise to sodium thiocyanate (0.90 g) in acetone (50 ml). When the addition was complete the mixture was refluxed for 15 minutes, cooled to room temperature and (RS) 2-aminomethyl-piperidine-1-carboxylic acid tert butyl ester (2.0 g) in acetone (5 ml) added. The mixture was refluxed for 2 hours, cooled to room temperature and solvent removed at reduced pressure. The residue was column chromatographed (silica gel, 0-10% (9:1 methanol/ammonia) in dichloromethane eluant) to give the title product (1.95 g).

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS07741329B2
Quelldatensatzuspto-grants-2010_06
ORD IDord-c3b3af8c32ee40b2be92cc34eb3ac06c
Quellennotizuspto-grants-2010_06