Sodium Hydroxide → 5-Cyclopropyl-3-phenyl-1,2-oxazole-4-carboxylic acid

HRID 2219404Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 2219404
C([O:3][C:4]([C:6]1[C:7]([C:14]2[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=2)=[N:8][O:9][C:10]=1[CH:11]1[CH2:13][CH2:12]1)=[O:5])C.[OH-].[Na+]>C(O)C>[CH:11]1([C:10]2[O:9][N:8]=[C:7]([C:14]3[CH:15]=[CH:16][CH:17]=[CH:18][CH:19]=3)[C:6]=2[C:4]([OH:5])=[O:3])[CH2:12][CH2:13]1

Komponenten

4

Edukt 2

HCID 14798Sodium HydroxideHCID 223090795-Cyclopropyl-3-phenyl-isoxazole-4-carboxylic acid ethyl ester

Produkt 1

HCID 223090805-Cyclopropyl-3-phenyl-1,2-oxazole-4-carboxylic acid

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 702EthanolLösungsmittel

Reaktionsbedingungen

Temperatur
80 °C

Versuchsvorschrift

To a solution of 5-cyclopropyl-3-phenyl-isoxazole-4-carboxylic acid ethyl ester (408 mg, 1.58 mmol) in ethanol (4 mL) was added aqueous sodium hydroxide (1 N, 3.17 mL, 3.17 mmol) and the mixture was stirred for 3 h at 80° C. The ethanol was distilled off and the residue diluted with water (5 mL) and acified with aqueous HCl (1N) to pH=1. The resulting suspension was filtered off and washed with water affording the title compound (314 mg, 86%) as a white solid. MS: m/e=230.3[M+H]+.

Aufarbeitung

  1. distillationThe ethanol was distilled off
  2. additionthe residue diluted with water (5 mL)
  3. filtrationThe resulting suspension was filtered off
  4. washwashed with water affording the title compound (314 mg, 86%) as a white solid

Quellen und Nachweise

ORD-Eintrag
ord-b69f46fe58f2483d82c0f692a2d26757
Quelldatensatz
uspto-grants-2008_08
Patentnummer
US07414061B2

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