Sodium Hydroxide → 4-Methyl-5-naphthalen-1-yl-thiazole-2-carboxylic acid

HRID 12453

Reaktionsgleichung

Reaktionsgleichung von HRID 12453
C([O:3][C:4]([C:6]1[S:7][C:8]([C:12]2[C:21]3[C:16](=[CH:17][CH:18]=[CH:19][CH:20]=3)[CH:15]=[CH:14][CH:13]=2)=[C:9]([CH3:11])[N:10]=1)=[O:5])C.[OH-].[Na+]>O.C1COCC1>[CH3:11][C:9]1[N:10]=[C:6]([C:4]([OH:5])=[O:3])[S:7][C:8]=1[C:12]1[C:21]2[C:16](=[CH:17][CH:18]=[CH:19][CH:20]=2)[CH:15]=[CH:14][CH:13]=1

Komponenten

5

Edukt 2

HCID 14798Sodium HydroxideHCID 593384494-Methyl-5-naphthalen-1-yl-thiazole-2-carboxylic acid ethyl ester

Produkt 1

HCID 593378204-Methyl-5-naphthalen-1-yl-thiazole-2-carboxylic acid

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 962WaterLösungsmittelHCID 8028TetrahydrofuranLösungsmittel

Versuchsvorschrift

To a solution of 4-methyl-5-naphthalen-1-yl-thiazole-2-carboxylic acid ethyl ester (30 mg, 0.10 mmol) in water (1 ml) and THF (1 ml) is added sodium hydroxide (0.2 mL, 1M, 0.20 mmol). The reaction mixture is stirred at rt for 1 hr, and then extracted with ethyl ether (30 mL). The aqueous layer is acidified to pH<7.0 by phosphate buffer and then extracted with EtOAc (2×50 mL). The combined organic layers are washed with brine, dried over MgSO4, and then concentrated. The crude product is used in the next step without further purification.

Aufarbeitung

  1. extractionextracted with ethyl ether (30 mL)
  2. extractionextracted with EtOAc (2×50 mL)
  3. washThe combined organic layers are washed with brine
  4. dry with materialdried over MgSO4
  5. concentrationconcentrated
  6. customThe crude product is used in the next step without further purification

Quellen und Nachweise

ORD-Eintrag
ord-a99f6adcd06645219a6b3df332299ba2
Quelldatensatz
uspto-grants-2010_06
Patentnummer
US07728009B1

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