Lithium Hydroxide → 2-(4-Methylsulfanyl-phenoxy)-nicotinic acid

HRID 724279

Reaktionsgleichung

Reaktionsgleichung von HRID 724279
C[O:2][C:3](=[O:19])[C:4]1[CH:9]=[CH:8][CH:7]=[N:6][C:5]=1[O:10][C:11]1[CH:16]=[CH:15][C:14]([S:17][CH3:18])=[CH:13][CH:12]=1.[OH-].[Li+]>O1CCCC1>[CH3:18][S:17][C:14]1[CH:13]=[CH:12][C:11]([O:10][C:5]2[N:6]=[CH:7][CH:8]=[CH:9][C:4]=2[C:3]([OH:19])=[O:2])=[CH:16][CH:15]=1

Komponenten

4

Edukt 2

HCID 3939Lithium HydroxideHCID 587461792-(4-Methylsulfanyl-phenoxy)-nicotinic acid methyl ester

Produkt 1

HCID 218771372-(4-Methylsulfanyl-phenoxy)-nicotinic acidAusbeute 94,7 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 8028TetrahydrofuranLösungsmittel

Versuchsvorschrift

2-(4-methylsulfanyl-phenoxy)-nicotinic acid methyl ester (10.36 g, 37.6 mmol) was dissolved in tetrahydrofuran (140 ml) and 1M aqueous lithium hydroxide solution (94 ml, 94 mmol) was added. The reaction was stirred at room temperature for 18 h and the tetrahydrofuran was removed under reduced pressure. The residue was acidified to pH1 with concentrated hydrochloric acid and the resulting precipitate was filtered, washed with water (2×10 ml), diethyether (3×10 ml) and dried in vacuo to give 2-(4-methylsulfanyl-phenoxy)-nicotinic acid (9.3 g) as a white solid.

Aufarbeitung

  1. customthe tetrahydrofuran was removed under reduced pressure
  2. filtrationthe resulting precipitate was filtered
  3. washwashed with water (2×10 ml), diethyether (3×10 ml)
  4. customdried in vacuo

Quellen und Nachweise

ORD-Eintrag
ord-b6cd68847df546618176856ee718bfc1
Quelldatensatz
uspto-grants-2006_11
Patentnummer
US07141586B2

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