Lithium hydroxide, monohydrate → 4'-Methyl-5-thiazol-2-yl-biphenyl-3-carboxylic acid

HRID 506612Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 506612
C[O:2][C:3]([C:5]1[CH:6]=[C:7]([C:16]2[CH:21]=[CH:20][C:19]([CH3:22])=[CH:18][CH:17]=2)[CH:8]=[C:9]([C:11]2[S:12][CH:13]=[CH:14][N:15]=2)[CH:10]=1)=[O:4].O[Li].O>C1COCC1.O>[CH3:22][C:19]1[CH:18]=[CH:17][C:16]([C:7]2[CH:8]=[C:9]([C:11]3[S:12][CH:13]=[CH:14][N:15]=3)[CH:10]=[C:5]([C:3]([OH:4])=[O:2])[CH:6]=2)=[CH:21][CH:20]=1

Komponenten

5

Edukt 2

HCID 168937Lithium hydroxide, monohydrateHCID 594325714'-Methyl-5-thiazol-2-yl-biphenyl-3-carboxylic acid methyl ester

Produkt 1

HCID 594325694'-Methyl-5-thiazol-2-yl-biphenyl-3-carboxylic acidAusbeute 75 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 962WaterLösungsmittelHCID 8028TetrahydrofuranLösungsmittel

Versuchsvorschrift

To a solution of 4′-methyl-5-thiazol-2-yl-biphenyl-3-carboxylic acid methyl ester (0.310 g, 1 mmol) in THF (10 mL) was added a solution of LiOH—H2O (1.2 mmol) in H2O (15 mL) at 0° C. The reaction was allowed to warm to room temperature and was stirred until the disappearance of the ester was confirmed by TLC. Solvent was removed under reduced pressure and the aqueous solution was acidified to pH=2 by dropwise addition of 10% aqueous HCl. The resulting solid was collected by filtration and dried to yield 4′-Methyl-5-thiazol-2-yl-biphenyl-3-carboxylic acid (0.22 g, 75%). MS (M+H)=296.

Aufarbeitung

  1. customSolvent was removed under reduced pressure
  2. additionthe aqueous solution was acidified to pH=2 by dropwise addition of 10% aqueous HCl
  3. filtrationThe resulting solid was collected by filtration
  4. customdried

Quellen und Nachweise

ORD-Eintrag
ord-c9b74aa466644589a35b59b92e58a52a
Quelldatensatz
uspto-grants-2010_08
Patentnummer
US07786110B2

Notizen zur Reaktion

Wird geladen…