Acetic Acid → {4-[(2,5-Difluorobenzoyl)-hydrazono]-4-phenylbutyl}-carbamic acid tert-butyl ester

HRID 468042Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 468042
[C:1]([O:5][C:6](=[O:19])[NH:7][CH2:8][CH2:9][CH2:10][C:11](=O)[C:12]1[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=1)([CH3:4])([CH3:3])[CH3:2].[F:20][C:21]1[CH:30]=[CH:29][C:28]([F:31])=[CH:27][C:22]=1[C:23]([NH:25][NH2:26])=[O:24].CC(O)=O>CCO>[C:1]([O:5][C:6](=[O:19])[NH:7][CH2:8][CH2:9][CH2:10][C:11](=[N:26][NH:25][C:23](=[O:24])[C:22]1[CH:27]=[C:28]([F:31])[CH:29]=[CH:30][C:21]=1[F:20])[C:12]1[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=1)([CH3:4])([CH3:3])[CH3:2]

Komponenten

5

Edukt 3

HCID 176Acetic AcidHCID 27740742,5-DifluorobenzohydrazideHCID 14267858tert-Butyl (4-oxo-4-phenylbutyl)carbamate

Produkt 1

HCID 86604829{4-[(2,5-Difluorobenzoyl)-hydrazono]-4-phenylbutyl}-carbamic acid tert-butyl esterAusbeute 101,8 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 702EthanolLösungsmittel

Versuchsvorschrift

To a solution of (4-oxo-4-phenylbutyl)-carbamic acid tert-butyl ester (3.2 g, 12.2 mmol) and 2,5-difluorobenzoic acid hydrazide (2.1 g, 12 mmol) in EtOH (40 mL) was added HOAc (0.5 mL). The reaction was then heated to reflux and stirred for 3 days. The reaction mixture was then cooled to room temperature and concentrated to give desired product (5.1 g).

Aufarbeitung

  1. temperatureThe reaction was then heated
  2. temperatureto reflux
  3. concentrationconcentrated

Quellen und Nachweise

ORD-Eintrag
ord-2a021724caef4a20acf484c3ae112738
Quelldatensatz
uspto-grants-2014_01
Patentnummer
US08623895B2

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