Reaktionsgleichung
O.[OH-].[Li+].[CH2:4]([C:8]1[S:9][CH:10]=[C:11]([C:13]([O:15]CC)=[O:14])[N:12]=1)[CH:5]([CH3:7])[CH3:6].Cl>C1COCC1.O>[CH2:4]([C:8]1[S:9][CH:10]=[C:11]([C:13]([OH:15])=[O:14])[N:12]=1)[CH:5]([CH3:7])[CH3:6]Komponenten
6
Edukt 3
Produkt 1
Reagenzien, Katalysatoren, Lösungsmittel 2
Versuchsvorschrift
Lithium hydroxide monohydrate (4.1 g) was added to a solution of ethyl 2-isobutylthiazole-4-carboxylate (example 72, step c) (5.2 g) in a mixture of THF (80 mL) and water (20 mL). The resulting mixture was stirred overnight. The reaction was carefully acidified with concentrated hydrochloric acid (10 mL) and the volatiles evaporated. The resulting aqueous mixture was poured into brine (50 mL) and extracted with ethyl acetate (3×100 mL). The combined organic solutions were washed with brine (50 mL), dried over sodium sulphate, filtered and evaporated to give the subtitled compound as a white solid. Yield 3.8 g.
Aufarbeitung
- customthe volatiles evaporated
- additionThe resulting aqueous mixture was poured into brine (50 mL)
- extractionextracted with ethyl acetate (3×100 mL)
- washThe combined organic solutions were washed with brine (50 mL)
- dry with materialdried over sodium sulphate
- filtrationfiltered
- customevaporated
Quellen und Nachweise
- ORD-Eintrag
- ord-111055d98e144a6eaf02c32065a8ba5b
- Quelldatensatz
- uspto-grants-2014_01
- Patentnummer
- US08629271B2
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