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

HRID 270488Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 270488
[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-6cb2c12c554a4f459c1c194c414adf85
Quelldatensatz
uspto-grants-2008_11
Patentnummer
US07449486B2

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