Hydrochloric Acid → HCID 178506234, Verbindung

HRID 1009161

Reaktionsgleichung

Reaktionsgleichung von HRID 1009161
CCO.Cl.[CH2:5]([NH:12]/[C:13](/[C:21]1[CH:26]=[C:25]([Br:27])[CH:24]=[CH:23][C:22]=1[OH:28])=[CH:14]\[C:15](=O)[C:16]([F:19])([F:18])[F:17])[C:6]1[CH:11]=[CH:10][CH:9]=[CH:8][CH:7]=1>O.N.CCOC(C)=O>[Br:27][C:25]1[CH:26]=[C:21]2[C:22](=[CH:23][CH:24]=1)[O:28][C:15]([C:16]([F:18])([F:19])[F:17])=[CH:14]/[C:13]/2=[N:12]/[CH2:5][C:6]1[CH:7]=[CH:8][CH:9]=[CH:10][CH:11]=1

Komponenten

7

Edukt 3

HCID 313Hydrochloric AcidHCID 702EthanolHCID 67304920(Z)-4-(benzylamino)-4-(5-bromo-2-hydroxyphenyl)-1,1,1-trifluorobut-3-en-2-one

Produkt 1

HCID 178506234HCID 178506234, Verbindung

Reagenzien, Katalysatoren, Lösungsmittel 3

HCID 222AmmoniaLösungsmittelHCID 962WaterLösungsmittelHCID 8857Ethyl AcetateLösungsmittel

Versuchsvorschrift

To a cooled (ice bath) EtOH (96 ml) was bubbled through hydrogen chloride gas for 30 min. (Z)-4-(benzylamino)-4-(5-bromo-2-hydroxyphenyl)-1,1,1-trifluorobut-3-en-2-one (24.0 g, 60 mmol) was then added in one portion to this solution. The reaction was stirred at RT for 36 h. The resulted mixture was diluted with 900 ml of cool water, 28% aq NH3 (96 ml) was then added. The precipitate formed was filtered and washed with water to give a brown sticky solid. The solid was dissolved in EtOAc, washed with 1N HCl and brine. The organic layer was dried over Na2SO4, filtered and concentrated. The residue was crystallized from hexane to give the title compound as a brown solid. MS m/z: 382.

Aufarbeitung

  1. additionwas then added in one portion to this solution
  2. additionwas then added
  3. customThe precipitate formed
  4. filtrationwas filtered
  5. washwashed with water
  6. customto give a brown sticky solid
  7. washwashed with 1N HCl and brine
  8. dry with materialThe organic layer was dried over Na2SO4
  9. filtrationfiltered
  10. concentrationconcentrated
  11. customThe residue was crystallized from hexane

Quellen und Nachweise

ORD-Eintrag
ord-14124da969ab465ab56f57c7f3686a9b
Quelldatensatz
uspto-grants-2011_07
Patentnummer
US07973047B2

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