Ethanol → Ethyl 3,5-dihydroxynaphthalene-2-carboxylate

HRID 1899811

Reaktionsgleichung

Reaktionsgleichung von HRID 1899811
[OH:1][C:2]1[C:3]([C:13]([OH:15])=[O:14])=[C:4](O)[C:5]2[C:10]([CH:11]=1)=[CH:9][CH:8]=[CH:7][CH:6]=2.S(Cl)(Cl)=[O:17].[CH2:20](O)[CH3:21]>>[OH:1][C:2]1[C:3]([C:13]([O:15][CH2:20][CH3:21])=[O:14])=[CH:4][C:5]2[C:10]([CH:11]=1)=[C:9]([OH:17])[CH:8]=[CH:7][CH:6]=2

Komponenten

4

Edukt 3

HCID 702EthanolHCID 24386Thionyl ChlorideHCID 111381821,3-Dihydroxy-2-naphthoic acid

Produkt 1

HCID 14773083Ethyl 3,5-dihydroxynaphthalene-2-carboxylate

Versuchsvorschrift

Dihydroxynaphthalene-2-carboxylic acid (25 g) was dissolved in 500 ml ethanol. To this was added 25 ml thionyl chloride. The solution was heated under reflux for 4 hours. Then the solvent was removed under reduced pressure and the resulting solid dissolved in 500 ml ethyl acetate. The organic phase was washed with aqueous potassium carbonate/potassium acetate (1M in each) (3×350 ml). The organic phase was dried over magnesium sulphate then the solvent removed under reduced pressure to yield ethyl 3,5-dihydroxynaphthalene-2-carboxylate as a yellow solid.

Aufarbeitung

  1. temperatureThe solution was heated
  2. temperatureunder reflux for 4 hours
  3. customThen the solvent was removed under reduced pressure
  4. dissolutionthe resulting solid dissolved in 500 ml ethyl acetate
  5. washThe organic phase was washed with aqueous potassium carbonate/potassium acetate (1M in each) (3×350 ml)
  6. dry with materialThe organic phase was dried over magnesium sulphate
  7. customthe solvent removed under reduced pressure

Quellen und Nachweise

ORD-Eintrag
ord-d14545ecd45541919f91867703afbc28
Quelldatensatz
uspto-grants-1996_11
Patentnummer
US05574034

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