Water → 1-Acetyl-4-(4-fluorophenoxycarbonylamino)piperidine

HRID 49779

Reaktionsgleichung

Reaktionsgleichung von HRID 49779
Cl.[C:2]([N:5]1[CH2:10][CH2:9][CH:8]([NH2:11])[CH2:7][CH2:6]1)(=[O:4])[CH3:3].N1C=CC=CC=1.Cl[C:19]([O:21][C:22]1[CH:27]=[CH:26][C:25]([F:28])=[CH:24][CH:23]=1)=[O:20].O>ClCCl.C(OCC)(=O)C>[C:2]([N:5]1[CH2:10][CH2:9][CH:8]([NH:11][C:19]([O:21][C:22]2[CH:27]=[CH:26][C:25]([F:28])=[CH:24][CH:23]=2)=[O:20])[CH2:7][CH2:6]1)(=[O:4])[CH3:3]

Komponenten

7

Edukt 4

HCID 962WaterHCID 1049PyridineHCID 27332564-Fluorophenyl chloroformateHCID 172216421-Acetyl-4-aminopiperidine hydrochloride

Produkt 1

HCID 98171611-Acetyl-4-(4-fluorophenoxycarbonylamino)piperidine

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 6344DichloromethaneLösungsmittelHCID 8857Ethyl AcetateLösungsmittel

Versuchsvorschrift

To a suspension of 1-acetyl-4-aminopiperidine hydrochloride (0.4 g) in dichloromethane (5 ml) were added in turn pyridine (0.54 ml) and 4-fluorophenyl chloroformate (0.29 ml) at 0° C. The mixture was allowed to warm to ambient temperature and stirred for 1 hour, which was taken up into a mixture of water and ethyl acetate. The separated organic layer was washed in turn with hydrochloric acid (1N), aqueous sodium hydrogen carbonate, and brine, and dried over magnesium sulfate. Evaporation under reduced pressure gave a residue, which was triturated with diisopropyl ether to give 1-acetyl-4-(4-fluorophenoxycarbonylamino)piperidine (347 mg).

Aufarbeitung

  1. washThe separated organic layer was washed in turn with hydrochloric acid (1N), aqueous sodium hydrogen carbonate, and brine
  2. dry with materialdried over magnesium sulfate
  3. customEvaporation under reduced pressure
  4. customgave a residue, which
  5. customwas triturated with diisopropyl ether

Quellen und Nachweise

ORD-Eintrag
ord-e12882cfc33742e9af733bf1dc0f1f80
Quelldatensatz
uspto-grants-2004_03
Patentnummer
US06710043B1

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