Lithium hydroxide, monohydrate → HCID 59587418, Verbindung

HRID 389700Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 389700
[F:1][C:2]1[CH:7]=[CH:6][CH:5]=[C:4]([F:8])[C:3]=1[C:9]1[O:10][C:11]([C:22]([O:24]CC)=[O:23])=[C:12]([C:14]2[CH:19]=[CH:18][C:17]([O:20][CH3:21])=[CH:16][CH:15]=2)[N:13]=1.O.[OH-].[Li+]>C1COCC1.O>[F:1][C:2]1[CH:7]=[CH:6][CH:5]=[C:4]([F:8])[C:3]=1[C:9]1[O:10][C:11]([C:22]([OH:24])=[O:23])=[C:12]([C:14]2[CH:15]=[CH:16][C:17]([O:20][CH3:21])=[CH:18][CH:19]=2)[N:13]=1

Komponenten

5

Edukt 2

HCID 168937Lithium hydroxide, monohydrateHCID 59587539HCID 59587539, Verbindung

Produkt 1

HCID 59587418HCID 59587418, VerbindungAusbeute 100 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 962WaterLösungsmittelHCID 8028TetrahydrofuranLösungsmittel

Versuchsvorschrift

To a stirred solution of ethyl 2-(2,6-difluorophenyl)-4-(4-methoxyphenyl)oxazole-5-carboxylate (0.030 g, 0.08 mmol) in THF and H2O (1:1, 3 mL) was added lithium hydroxide hydrate (0.008 g, 0.33 mmol) and the reaction mixture stirred at room temperature for 2.5 hours. The THF was removed in vacuo and 1N aqueous HCl was added and the resultant precipitate collected by filtration to afford 2-(2,6-difluorophenyl)-4-(4-methoxyphenyl)oxazole-5-carboxylic acid (0.027 g, 0.08 mmol, 98%) as a white solid which was used without further purification. LCMS (1) Rt: 1.24 min; m/z (ES+) 332.

Aufarbeitung

  1. customThe THF was removed in vacuo and 1N aqueous HCl
  2. additionwas added
  3. filtrationthe resultant precipitate collected by filtration

Quellen und Nachweise

ORD-Eintrag
ord-4e8790cceab84b5c8303c256b5787b42
Quelldatensatz
uspto-grants-2013_02
Patentnummer
US08378095B2

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