Water → 4-(6-Carbomethoxyhexyl)-thiazole-5-carboxylic acid
Reaktionsgleichung
[C:1]([CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][C:10]1[N:11]=[CH:12][S:13][C:14]=1[C:15]([OH:17])=[O:16])([OH:3])=[O:2].O.[C:19]1(C)C=CC(S(O)(=O)=O)=CC=1.O.C(OCC)C>CO.CCCCCC>[C:1]([CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][C:10]1[N:11]=[CH:12][S:13][C:14]=1[C:15]([OH:17])=[O:16])([O:3][CH3:19])=[O:2]Komponenten
7
Edukt 4
Produkt 1
Reagenzien, Katalysatoren, Lösungsmittel 2
Versuchsvorschrift
9.2 g of 4-(6carboxyhexyl)-thiazole-5-carboxylic acid (IX, R1 = H) and 10.2 g of p-toluenesulphonic acid monohydrate were dissolved in 400 ml of methanol. The obtained reaction mixture was stirred for 2 hours at room temperature, then poured onto one liter of water. After saturating the aqueous solution with ammonium sulphate it was extracted with 3 × 400 ml of ethyl acetate, then the ethyl acetate extract was washed with water, dried over sodium sulphate and evaporated in vacuo. Recrystallization of the obtained crude product from a mixture of diethyl ether and n-hexane afforded 7.9 of 4-(6-carbomethoxyhexyl)-thiazole-5-carboxylic acid (X, R1 = H). M.p.: 113°-114° C.
Aufarbeitung
- customThe obtained reaction mixture
- concentrationAfter saturating the aqueous solution with ammonium sulphate it
- extractionwas extracted with 3 × 400 ml of ethyl acetate
- extractionthe ethyl acetate extract
- washwas washed with water
- dry with materialdried over sodium sulphate
- customevaporated in vacuo
- customRecrystallization of the
- customobtained crude product
Quellen und Nachweise
- ORD-Eintrag
- ord-be8d03e7b1094f588548e72a7bc72944
- Quelldatensatz
- uspto-grants-1977_10
- Patentnummer
- US04052407
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