Sodium Hydroxide → 5-Methyl-3-phenylisoxazole-4-carboxylic acid

HRID 2120856

Reaktionsgleichung

Reaktionsgleichung von HRID 2120856
C[O:2][C:3]([C:5]1[C:6]([C:11]2[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=2)=[N:7][O:8][C:9]=1[CH3:10])=[O:4].[OH-].[Na+]>CO.O>[CH3:10][C:9]1[O:8][N:7]=[C:6]([C:11]2[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=2)[C:5]=1[C:3]([OH:4])=[O:2]

Komponenten

5

Edukt 2

HCID 14798Sodium HydroxideHCID 727920Methyl 5-methyl-3-phenyl-1,2-oxazole-4-carboxylate

Produkt 1

HCID 143435-Methyl-3-phenylisoxazole-4-carboxylic acidAusbeute 72 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 887MethanolLösungsmittelHCID 962WaterLösungsmittel

Versuchsvorschrift

To 5-Methyl-3-phenyl-isoxazole-4-carboxylic acid methyl ester (0.853 g, 3.69 mmol) in methanol (12 mL) was added 2N NaOH (8 mL) the reaction solution was stirred at ambient temperature for 60 hr. The solution was dilute with water and extracted twice with ethyl acetate. The combined extract was washed with brine and dried over MgSO4 and concentrated. Recrystallization (hexanes/ethyl acetate) afforded a white solid (0.540 g, 72% yield).

Aufarbeitung

  1. extractionextracted twice with ethyl acetate
  2. extractionThe combined extract
  3. washwas washed with brine
  4. dry with materialdried over MgSO4
  5. concentrationconcentrated
  6. customRecrystallization (hexanes/ethyl acetate)

Quellen und Nachweise

ORD-Eintrag
ord-759782c99ed64ee299dbfffe8399244d
Quelldatensatz
uspto-grants-2004_02
Patentnummer
US06693108B2

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