2-Formyl-5-(2-methylphenyl)phenol → 2-hydroxy-4-phenylbenzaldehyde

HRID 25315Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 25315
[OH:1][C:2]1[CH:9]=[C:8]([C:10]2[CH:15]=[CH:14][CH:13]=[CH:12][C:11]=2C)[CH:7]=[CH:6][C:3]=1[CH:4]=[O:5].Cl.Cl.NC1C2C(=CC=CC=2O)C(S(O)(=O)=O)=CC=1N.S(=O)(O)[O-].[Na+]>CCO.O>[OH:1][C:2]1[CH:9]=[C:8]([C:10]2[CH:11]=[CH:12][CH:13]=[CH:14][CH:15]=2)[CH:7]=[CH:6][C:3]=1[CH:4]=[O:5]

Komponenten

6

Edukt 3

HCID 225667242-Formyl-5-(2-methylphenyl)phenolHCID 23665763Sodium BisulfiteHCID 865878481,2-Diamino-8-hydroxy-naphthalene-4-sulfonic acid dihydrochloride

Produkt 1

HCID 115792992-hydroxy-4-phenylbenzaldehydeAusbeute 104,5 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 702EthanolLösungsmittelHCID 962WaterLösungsmittel

Reaktionsbedingungen

Temperatur
60 °C

Versuchsvorschrift

To an agitated solution of 2-hydroxy-4-(2′-methylphenyl)benzaldehyde (0.030 g, 0.14 mmol) in EtOH (0.80 mL) was added 1,2-diamino-8-hydroxy-naphthalene-4-sulfonic acid dihydrochloride (0.033 g, 0.10 mmol) and sodium bisulfite (0.03 g) in water (0.20 mL). The solution was heated to 60° C. and agitated over 18 hours. The solution was cooled to room temperature, the tan precipitate was isolated by filtration and washed with water and ethyl acetate to provide the title compound (0.029 g, 60%) MS(ES) m/z 445 [M−H].

Aufarbeitung

  1. temperatureThe solution was cooled to room temperature
  2. customthe tan precipitate was isolated by filtration
  3. washwashed with water and ethyl acetate

Quellen und Nachweise

ORD-Eintrag
ord-e1675aaf8d5e4b36997b0c8196f52094
Quelldatensatz
uspto-grants-2005_02
Patentnummer
US06858630B2

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