Hydrochloric Acid → HCID 59326505, Verbindung

HRID 1929560Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1929560
[CH3:1][O:2][C:3]([C:5]1[CH:14]=[C:13]([O:15]C(=O)C)[C:12]2[C:7](=[CH:8][CH:9]=[C:10]([F:19])[CH:11]=2)[CH:6]=1)=[O:4].C[O-].[Na+].Cl>CO>[CH3:1][O:2][C:3]([C:5]1[CH:14]=[C:13]([OH:15])[C:12]2[C:7](=[CH:8][CH:9]=[C:10]([F:19])[CH:11]=2)[CH:6]=1)=[O:4]

Komponenten

5

Edukt 3

HCID 313Hydrochloric AcidHCID 10942334Sodium MethoxideHCID 593266124-Acetoxy-6-fluoro-naphthalene-2-carboxylic acid methyl ester

Produkt 1

HCID 59326505HCID 59326505, VerbindungAusbeute 107,6 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 887MethanolLösungsmittel

Versuchsvorschrift

To a solution of 4-acetoxy-6-fluoro-naphthalene-2-carboxylic acid methyl ester (1 g, 3.8 mmol) in methanol (20 mL) was added sodium methoxide (309 mg, 5.7 mmol). After being stirred at room temperature for 1 hour, the reaction mixture was acidified to pH 3 with 1N hydrochloric acid. The resulting precipitate was collected by filtration and dissolved in ethyl acetate. The organic solution was dried over sodium sulfate, and concentrated in vacuo to afford 900 mg of crude 6-fluoro-4-hydroxy-naphthalene-2-carboxylic acid methyl ester as a pale yellow solid, which was used in the next step without further purification.

Aufarbeitung

  1. filtrationThe resulting precipitate was collected by filtration
  2. dissolutiondissolved in ethyl acetate
  3. dry with materialThe organic solution was dried over sodium sulfate
  4. concentrationconcentrated in vacuo

Quellen und Nachweise

ORD-Eintrag
ord-56eea3f0c2d34aad9e65fddf6d057edd
Quelldatensatz
uspto-grants-2012_05
Patentnummer
US08188090B2

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