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

HRID 883089Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 883089
[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-59dee2f593914c019f7dc63773f7b3e7
Quelldatensatz
uspto-grants-2012_08
Patentnummer
US08236825B2

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