Methanol → Methyl 4-formyl-3-hydroxybenzoate

HRID 886033Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 886033
[CH:1]([C:3]1[CH:11]=[CH:10][C:6]([C:7]([OH:9])=[O:8])=[CH:5][C:4]=1[OH:12])=[O:2].S(Cl)(Cl)=O.[CH3:17]O>>[CH:1]([C:3]1[CH:11]=[CH:10][C:6]([C:7]([O:9][CH3:17])=[O:8])=[CH:5][C:4]=1[OH:12])=[O:2]

Komponenten

4

Edukt 3

HCID 887MethanolHCID 24386Thionyl ChlorideHCID 3175084-Formyl-3-hydroxybenzoic acid

Produkt 1

HCID 14395860Methyl 4-formyl-3-hydroxybenzoateAusbeute 85 %

Versuchsvorschrift

4-Formyl-3-hydroxybenzoic acid (5 g, 30 mmol) was suspended in methanol (70 mL), and treated with thionyl chloride (3.29 mL 45 mmol) dropwise. The mixture was heated to reflux overnight. Concentrated to dryness, and 50 mL of toluene was added, and concentrated again. The residue was recrystallized from ethyl acetate-hexane. A total of 4.8 g (85%) of methyl 4-formyl-3-hydroxybenzoate was obtained.

Aufarbeitung

  1. temperatureThe mixture was heated
  2. temperatureto reflux overnight
  3. concentrationConcentrated to dryness, and 50 mL of toluene
  4. additionwas added
  5. concentrationconcentrated again
  6. customThe residue was recrystallized from ethyl acetate-hexane

Quellen und Nachweise

ORD-Eintrag
ord-4fbc263edb7f4469ad64898e09311e59
Quelldatensatz
uspto-grants-2012_08
Patentnummer
US08242104B2

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