Sodium Hydroxide → 1,4-Bis(propyloxy)-2,3-naphthalenedicarboxylic acid
Reaktionsgleichung
[CH2:1]([O:4][C:5]1[C:14]2[C:9](=[CH:10][CH:11]=[CH:12][CH:13]=2)[C:8]([O:15][CH2:16][CH2:17][CH3:18])=[C:7]([C:19]([O:21]CC)=[O:20])[C:6]=1[C:24]([O:26]CC)=[O:25])[CH2:2][CH3:3].[OH-].[Na+]>C(O)C.O>[CH2:1]([O:4][C:5]1[C:14]2[C:9](=[CH:10][CH:11]=[CH:12][CH:13]=2)[C:8]([O:15][CH2:16][CH2:17][CH3:18])=[C:7]([C:19]([OH:21])=[O:20])[C:6]=1[C:24]([OH:26])=[O:25])[CH2:2][CH3:3]Komponenten
5
Edukt 2
Produkt 1
Reagenzien, Katalysatoren, Lösungsmittel 2
Reaktionsbedingungen
- Temperatur
- 60 °C
Versuchsvorschrift
Diethyl 1,4-bis(propyloxy)-2,3-naphthalenedicarboxylate (11.45 g, 29.5 mmol) was dissolved in ethanol (70 ml) and treated with sodium hydroxide (3.54 g, 88.5 mmol) dissolved in water (15 ml). This was heated at 60° C. under argon for 4 hours. The reaction was confirmed to be complete by LC/MS and thin layer chromatography. The reaction mixture was cooled to room temperature and evaporated to a third of the volume. This was acidified to pH2 with hydrochloric acid (2N) and extracted with ethyl acetate (3×100 ml). Combined organics washed with water, brine and dried over magnesium sulphate. Solvent was evaporated to give the title compound as a yellow solid (8.91 g, 26.8 mmol).
Aufarbeitung
- temperatureThe reaction mixture was cooled to room temperature
- customevaporated to a third of the volume
- extractionextracted with ethyl acetate (3×100 ml)
- washCombined organics washed with water, brine
- dry with materialdried over magnesium sulphate
- customSolvent was evaporated
Quellen und Nachweise
- ORD-Eintrag
- ord-5223530845704a45ae896f21604dc6ad
- Quelldatensatz
- uspto-grants-2012_08
- Patentnummer
- US08252833B2
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