Hydrochloric Acid → 3,4-Dimethoxy-6-(2-bromoisonicotinoyl)benzoic acid

HRID 1739424Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1739424
[CH3:1][O:2][C:3]1[CH:4]=[C:5]([C:8]([C:13](=[O:21])[C:14]2[CH:19]=[CH:18][N:17]=[C:16]([Br:20])[CH:15]=2)=[CH:9][C:10]=1[O:11][CH3:12])[CH:6]=[O:7].C1(C=CC=C(O)C=1)[OH:23].Cl[O-].[Na+].Cl>O1CCOCC1.C([O-])(=O)C.O>[CH3:1][O:2][C:3]1[CH:4]=[C:5]([C:8]([C:13](=[O:21])[C:14]2[CH:19]=[CH:18][N:17]=[C:16]([Br:20])[CH:15]=2)=[CH:9][C:10]=1[O:11][CH3:12])[C:6]([OH:23])=[O:7]

Komponenten

8

Edukt 4

HCID 313Hydrochloric AcidHCID 5054ResorcinolHCID 218408403,4-Dimethoxy-6-(2-bromoisonicotinoyl)benzaldehydeHCID 23665760Sodium Hypochlorite

Produkt 1

HCID 218408063,4-Dimethoxy-6-(2-bromoisonicotinoyl)benzoic acidAusbeute 89,6 %

Reagenzien, Katalysatoren, Lösungsmittel 3

HCID 175AcetateLösungsmittelHCID 962WaterLösungsmittelHCID 312751,4-DioxaneLösungsmittel

Versuchsvorschrift

To a solution of 3,4-dimethoxy-6-(2-bromoisonicotinoyl)benzaldehyde (8.61 g) in dioxane (120 ml) is added dropwise a solution of resorcinol (3.25 g) in acetate buffer (pH 3.8, 60 ml) at room temperature. To the mixture is Gradually added dropwise an aqueous solution of sodium hypochlorite (3.1 g) in water (30 ml), and the mixture is stirred at room temperature for two hours. The pH value of the reaction mixture is adjusted to about pH 1 with conc. hydrochloric acid, and then extracted with chloroform. The extract is washed, dried, and concentrated to give 3,4-dimethoxy-6-(2-bromoisonicotinoyl)benzoic acid (8.07 g).

Aufarbeitung

  1. extractionextracted with chloroform
  2. washThe extract is washed
  3. customdried
  4. concentrationconcentrated

Quellen und Nachweise

ORD-Eintrag
ord-522548265d3c443e84545689190ffc0b
Quelldatensatz
uspto-grants-1999_10
Patentnummer
US05965730

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