Ethyl chloroformate → 4-Indol-1-yl-piperidine-1-carboxylic acid ethyl ester

HRID 1379738Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1379738
C([N:8]1[CH2:13][CH2:12][CH:11]([N:14]2[C:22]3[C:17](=[CH:18][CH:19]=[CH:20][CH:21]=3)[CH:16]=[CH:15]2)[CH2:10][CH2:9]1)C1C=CC=CC=1.Cl[C:24]([O:26][CH2:27][CH3:28])=[O:25]>C(Cl)Cl>[CH2:27]([O:26][C:24]([N:8]1[CH2:13][CH2:12][CH:11]([N:14]2[C:22]3[C:17](=[CH:18][CH:19]=[CH:20][CH:21]=3)[CH:16]=[CH:15]2)[CH2:10][CH2:9]1)=[O:25])[CH3:28]

Komponenten

4

Edukt 2

HCID 10928Ethyl chloroformateHCID 212222251-Benzyl-4-(1-indolyl)-piperidine

Produkt 1

HCID 140907494-Indol-1-yl-piperidine-1-carboxylic acid ethyl esterAusbeute 53 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6344DichloromethaneLösungsmittel

Versuchsvorschrift

To a solution of 1-N-(1-benzyl-piperidin-4-yl)-indole (100 g, 0.344 mol) in methylene chloride (1 L) was added ethyl chloroformate (99.2 mL) dropwise with stirring. The mixture was refluxed for 48 hours, cooled to room temperature, and concentrated. The residue was crystallized from i-propanol to give the title compound as colorless crystals (50 g, 53% yield). M.Pt.: 127° C.

Aufarbeitung

  1. temperatureThe mixture was refluxed for 48 hours
  2. concentrationconcentrated
  3. customThe residue was crystallized from i-propanol

Quellen und Nachweise

ORD-Eintrag
ord-1fdba3804ba9423d93ca4b15a6959831
Quelldatensatz
uspto-grants-1997_09
Patentnummer
US05672618

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