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Sodium Hydroxide → 2-(2',3',5',6'-Tetrafluoro-4'-phenylanilino)phenylacetic Acid

HRID 1270800
Notizen
Druckvorschau

Reaktionsgleichung

Reaktionsgleichung von HRID 1270800
CN(C)[C:3](=[O:28])[CH2:4][C:5]1[CH:10]=[CH:9][CH:8]=[CH:7][C:6]=1[NH:11][C:12]1[C:17]([F:18])=[C:16]([F:19])[C:15]([C:20]2[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=2)=[C:14]([F:26])[C:13]=1[F:27].[OH-:30].[Na+]>CCO.O>[F:18][C:17]1[C:16]([F:19])=[C:15]([C:20]2[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=2)[C:14]([F:26])=[C:13]([F:27])[C:12]=1[NH:11][C:6]1[CH:7]=[CH:8][CH:9]=[CH:10][C:5]=1[CH2:4][C:3]([OH:30])=[O:28]
KomponentenVersuchsvorschriftAufarbeitungQuellen und NachweiseNotizen zur Reaktion

Komponenten

5

Edukt 2

HCID 14798Sodium HydroxideHCID 86593360N,N-Dimethyl-2-(2',3',5',6'-tetrafluoro-4'-phenylanilino)phenylacetamide

Produkt 1

HCID 102488732-(2',3',5',6'-Tetrafluoro-4'-phenylanilino)phenylacetic Acid

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 702EthanolLösungsmittel2×HCID 962WaterLösungsmittel

Versuchsvorschrift

A mixture of N,N-dimethyl-2-(2′,3′,5′,6′-tetrafluoro-4′-phenylanilino)phenylacetamide (2.7 g, 6.7 mmol) and NaOH (3.0 g, 72 mmol) in EtOH (100 mL) and water (20 mL) is heated at reflux temperature for 14 hours. After cooling to room temperature, most of the ethanol is removed by rotary evaporator. Ice water (250 mL) and ice cold Et2O (250 mL) are added and the organic phase is separated and washed with ice cold 1 N HCl (200 mL) and then brine (100 mL). The organic solution is dried (MgSO4) and evaporated by rotary evaporator taking care not to warm above 50° C. The title compound is obtained by trituration of the residue with hexane (m.p. 180–181° C.).

Aufarbeitung

  1. temperatureis heated
  2. temperatureat reflux temperature for 14 hours
  3. customis removed by rotary evaporator
  4. additionIce water (250 mL) and ice cold Et2O (250 mL) are added
  5. customthe organic phase is separated
  6. washwashed with ice cold 1 N HCl (200 mL)
  7. dry with materialThe organic solution is dried (MgSO4)
  8. customevaporated by rotary evaporator
  9. temperatureto warm above 50° C

Quellen und Nachweise

ORD-Eintrag
ord-51a2d4c9af3d44f2b735cb429dfc4a8f
Quelldatensatz
uspto-grants-2007_04
DOI
10.6084/m9.figshare.5104873.v1
Patentnummer
US07202364B2

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