Sodium Hydroxide → (4-Acetyl-3-hydroxy-2-propylphenoxy)acetic acid

HRID 652502Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 652502
C([O:3][C:4](=[O:20])[CH2:5][O:6][C:7]1[CH:12]=[CH:11][C:10]([C:13](=[O:15])[CH3:14])=[C:9]([OH:16])[C:8]=1[CH2:17][CH2:18][CH3:19])C.[OH-].[Na+]>CO>[C:13]([C:10]1[CH:11]=[CH:12][C:7]([O:6][CH2:5][C:4]([OH:20])=[O:3])=[C:8]([CH2:17][CH2:18][CH3:19])[C:9]=1[OH:16])(=[O:15])[CH3:14]

Komponenten

4

Edukt 2

HCID 14798Sodium HydroxideHCID 13389144Ethyl (4-acetyl-3-hydroxy-2-propylphenoxy)acetate

Produkt 1

HCID 13753869(4-Acetyl-3-hydroxy-2-propylphenoxy)acetic acidAusbeute 82,9 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 887MethanolLösungsmittel

Versuchsvorschrift

To 5.6 g of (4-acetyl-3-hydroxy-2-propylphenoxy)acetic acid ethyl ester in 50 ml of methanol was added 50 ml of 1.0N sodium hydroxide and the solution was stirred at reflux for 2 hours. The methanol was removed in vacuo, the residue was acidified and the product was extracted with ether. The dried (over magnesium sulfate) extract was concentrated in vacuo to a solid which was recrystallized from ether-hexane to give 4.18 g of (4-acetyl-3-hydroxy-2-propylphenoxy)acetic acid, the titled compound, mp 128°-130°, (83% yield).

Aufarbeitung

  1. temperatureat reflux for 2 hours
  2. customThe methanol was removed in vacuo
  3. extractionthe product was extracted with ether
  4. dry with materialThe dried (over magnesium sulfate)
  5. extractionextract
  6. concentrationwas concentrated in vacuo to a solid which
  7. customwas recrystallized from ether-hexane

Quellen und Nachweise

ORD-Eintrag
ord-6e24e712a5d54b51bda708d08bd1aee4
Quelldatensatz
uspto-grants-1987_06
Patentnummer
US04672066

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