Sodium Hydroxide → HCID 69795068, Verbindung

HRID 2181668Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 2181668
[CH2:1]([O:3][CH:4]([O:18][CH2:19][CH3:20])[C:5]1[O:6][C:7]2[CH:13]=[C:12]([C:14]([O:16]C)=[O:15])[CH:11]=[CH:10][C:8]=2[CH:9]=1)[CH3:2].[OH-].[Na+]>CO.O>[CH2:19]([O:18][CH:4]([O:3][CH2:1][CH3:2])[C:5]1[O:6][C:7]2[CH:13]=[C:12]([C:14]([OH:16])=[O:15])[CH:11]=[CH:10][C:8]=2[CH:9]=1)[CH3:20]

Komponenten

5

Edukt 2

HCID 14798Sodium HydroxideHCID 22481729HCID 22481729, Verbindung

Produkt 1

HCID 69795068HCID 69795068, VerbindungAusbeute 103,4 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 887MethanolLösungsmittelHCID 962WaterLösungsmittel

Versuchsvorschrift

Methyl 2-(diethoxymethyl)-1-benzofuran-6-carboxylate (417 mg, 1.5 mmol) is dissolved in MeOH (8 ml) and H2O (2 ml). 2N NaOH (0.9 ml, 1.8 mmol) is added drop-wise, and the reaction is stirred for 4 days. The volatiles are removed in vacuo and the residue is dissolved in H2O (2 ml). Concentrated HCl is used to adjust the pH to 3, and the resulting precipitate is isolated via filtration and dried overnight to afford 410 mg (>100%, water present) of 2-(diethoxymethyl)-1-benzofuran-6-carboxylic acid as a brown solid. 1H NMR (400 MHz, CDCl3): δ 1.29, 3.72, 6.9, 7.66, 8.04, 8.29 ppm.

Aufarbeitung

  1. customThe volatiles are removed in vacuo
  2. dissolutionthe residue is dissolved in H2O (2 ml)
  3. customthe resulting precipitate is isolated via filtration
  4. customdried overnight

Quellen und Nachweise

ORD-Eintrag
ord-dc04a162a7ca4bdaac9b5d1b589b17c0
Quelldatensatz
uspto-grants-2005_05
Patentnummer
US06894042B2

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