2-Hydroxy-3-(2-methylphenyl)benzaldehyde → 2-Formyl-6-phenylphenol

HRID 25314Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 25314
[OH:1][C:2]1[C:9]([C:10]2[CH:15]=[CH:14][CH:13]=[CH:12][C:11]=2C)=[CH:8][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[C:9]([C:10]2[CH:11]=[CH:12][CH:13]=[CH:14][CH:15]=2)=[CH:8][CH:7]=[CH:6][C:3]=1[CH:4]=[O:5]

Komponenten

6

Edukt 3

HCID 110311532-Hydroxy-3-(2-methylphenyl)benzaldehydeHCID 23665763Sodium BisulfiteHCID 865878481,2-Diamino-8-hydroxy-naphthalene-4-sulfonic acid dihydrochloride

Produkt 1

HCID 107031002-Formyl-6-phenylphenolAusbeute 155 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 702EthanolLösungsmittelHCID 962WaterLösungsmittel

Reaktionsbedingungen

Temperatur
60 °C

Versuchsvorschrift

To an agitated solution of 2-hydroxy-3-(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 (0.043 g, 89%) 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-b91e9af2cabb40b0934c87628c603c73
Quelldatensatz
uspto-grants-2005_02
Patentnummer
US06858630B2

Notizen zur Reaktion

Wird geladen…