Methyl acetoacetate → Methyl (4-carboxy-3-thienyl)acetate
Reaktionsgleichung
Br[C:2]1[C:3]([C:7]([OH:9])=[O:8])=[CH:4][S:5][CH:6]=1.[C:10]([O:16][CH3:17])(=[O:15])[CH2:11]C(C)=O>>[C:7]([C:3]1[C:2]([CH2:11][C:10]([O:16][CH3:17])=[O:15])=[CH:6][S:5][CH:4]=1)([OH:9])=[O:8]Komponenten
3
Versuchsvorschrift
Methyl (4-carboxy-3-thienyl)acetate was prepared from 4-bromothiophen-3-carboxylic acid and methyl acetoacetate by the method described by D. E. Ames and O. Ribeiro, J Chem.Soc., Perkin I, 1975, 1390, for the preparation of the corresponding ethyl ester. It is a solid which, after crystallisation from aqueous methanol, had mp 121°-122° C., 1H nmr: delta 3.72 (3H, s), 3.95 (2H, s), 7.18 (1H, d J 3 Hz), 8.27 (1H, d J 3 Hz) ppm.
Aufarbeitung
- customafter crystallisation from aqueous methanol
Quellen und Nachweise
- ORD-Eintrag
- ord-dd076cbd6b9a4ea2998b58ce157a3874
- Quelldatensatz
- uspto-grants-1991_10
- Patentnummer
- US05053073
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