(RS)-Naproxen methyl ester → 2-(6-Methoxy-2-naphthyl)propionic acid

HRID 1719809

Reaktionsgleichung

Reaktionsgleichung von HRID 1719809
[CH3:1][O:2][C:3]1[CH:4]=[C:5]2[C:10](=[CH:11][CH:12]=1)[CH:9]=[C:8]([CH:13]([CH3:18])[C:14]([O:16]C)=[O:15])[CH:7]=[CH:6]2.CO.[OH-].[K+].O>O>[CH3:1][O:2][C:3]1[CH:4]=[C:5]2[C:10](=[CH:11][CH:12]=1)[CH:9]=[C:8]([CH:13]([CH3:18])[C:14]([OH:16])=[O:15])[CH:7]=[CH:6]2

Komponenten

4

Edukt 2

HCID 529084(RS)-Naproxen methyl esterHCID 86591755KOH MeOH Water

Produkt 1

HCID 13022-(6-Methoxy-2-naphthyl)propionic acid

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 962WaterLösungsmittel

Versuchsvorschrift

The crude methyl 2-(6-methoxy-2-naphthyl)propionate is hydrolyzed with methanol/potassium hydroxide/water until TLC indicates no remaining ester. Then the reaction mixture is poured into water and extracted with methylene chloride and acidified with hydrochloric acid. The mixture is filtered and the organic and aqueous layers are separated. The aqueous layer then is acidified and filtered to yield 13.5 g of 2-(6-methoxy-2-naphthyl)propionic acid (melting point: 153°-155° C.).

Aufarbeitung

  1. extractionextracted with methylene chloride
  2. filtrationThe mixture is filtered
  3. customthe organic and aqueous layers are separated
  4. filtrationfiltered

Quellen und Nachweise

ORD-Eintrag
ord-2f3d07daeb9a4c1d86d82bc027c3e674
Quelldatensatz
uspto-grants-1985_09
Patentnummer
US04542237

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