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

HRID 1077936Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1077936
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-7a4a9340f50c410ab2efb3ae3338d6e7
Quelldatensatz
uspto-grants-1996_08
Patentnummer
US05545636

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