Trifluoroacetic acid → 2-Chloro-6-hydroxybenzonitrile

HRID 650106Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 650106
C([C:9]1[CH:16]=[CH:15][CH:14]=[C:13]([Cl:17])[C:10]=1[C:11]#[N:12])(=O)C1C=CC=CC=1.FC(F)(F)C(O)=[O:21]>C(Cl)Cl>[C:11]([C:10]1[C:13]([Cl:17])=[CH:14][CH:15]=[CH:16][C:9]=1[OH:21])#[N:12]

Komponenten

4

Edukt 2

HCID 6422Trifluoroacetic acidHCID 21714411HCID 21714411, Verbindung

Produkt 1

HCID 44079952-Chloro-6-hydroxybenzonitrileAusbeute 67 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6344DichloromethaneLösungsmittel2×

Versuchsvorschrift

2-Benzoyl-6-chlorobenzonitrile (10.0 g, 41 mmol) was dissolved in methylene chloride(40 ml) and trifluoroacetic acid(40 ml) and stirred at room temperature for 24 hrs. The reaction mixture is diluted with methylene chloride and extracted with water. The organic layer is dried over MgSO4 and filtered. The solvent was evaporated and chromatography of the resulting solid on silica gel (4%MeOH/CHCl2) gave the desired product(4.2 g, 67%). 1H NMR (CD3COCD3): δ10.31 (s,1H), 7.51 (t, 1H), 7.11 (d, 1H) 7.05 (d, 1H).

Aufarbeitung

  1. extractionextracted with water
  2. dry with materialThe organic layer is dried over MgSO4
  3. filtrationfiltered
  4. customThe solvent was evaporated

Quellen und Nachweise

ORD-Eintrag
ord-6f65d7e8ef73451699026d5d6ab266c5
Quelldatensatz
uspto-grants-2001_08
Patentnummer
US06271261B1

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