Glyoxylic Acid → trans-3-(2-Thenoyl)acrylic Acid
Reaktionsgleichung
[C:1]([OH:5])(=[O:4])[CH:2]=O.[C:6]([C:9]1[S:10][CH:11]=[CH:12][CH:13]=1)(=[O:8])[CH3:7]>O>[S:10]1[CH:11]=[CH:12][CH:13]=[C:9]1[C:6](=[O:8])/[CH:7]=[CH:2]/[C:1]([OH:5])=[O:4]Komponenten
4
Edukt 2
Produkt 1
Reagenzien, Katalysatoren, Lösungsmittel 1
Reaktionsbedingungen
- Temperatur
- 125 °C
Versuchsvorschrift
A two phase mixture of 18 grams glyoxylic acid (an 80% solution of glyoxylic acid in water) and 25.2 grams of 2-acetylthiophene is heated to 125° C. with stirring, and heating and stirring are maintained for about 5 hours. A clear solution forms at 115° C. and the water formed is removed by means of a Dean-Stark apparatus. On cooling the residue solidifies. It is dissolved in 100 cc ether and extracted with 150 cc of a 20% solution of Na2CO3. This aqueous solution is treated with activated charcoal, filtered and made strongly acid with 20% HCl. The solid is filtered and dissolved in about 1 L ether. The ether is dried over MgSO4 and removed to yield 19.1 g of the title compound, melting point 139°-142° C.