反応 #214169

反応方程式

glyoxylic acid

2-acetylfuran

→

title compound

収率 21.7%

4-(2-Furanyl)-4-oxo-2-butenoic acid

収率 21.7%

溶媒

acetonitrile

反応条件

後処理

1. 1
   温度is heated at 125°-135° C. for about 5 hours
2. 2
   その他the water is removed as it
3. 3
   その他cyrstallizes over about a 16 hour period
4. 4
   workup.DISSOLUTIONis dissolved in 600 cc of ethyl acetate
5. 5
   抽出extracted into 600 cc of 10% sodium carbonate
6. 6
   workup.ADDITIONThe aqueous solution is treated with activated charcoal
7. 7
   ろ過a filter aid, and then filtered
8. 8
   その他the solid which precipitates
9. 9
   抽出is extracted with ethyl acetate
10. 10
    乾燥The ethyl acetate is dried over MgSO4
11. 11
    その他removed
12. 12
    その他to yield a solid residue which
13. 13
    温度to cool for about 16 hours
14. 14
    ろ過The solid is filtered

実験手順

A mixture of 14.8 g of glyoxylic acid (in 18.5 cc of water) and 22 g of 2-acetylfuran is heated at 125°-135° C. for about 5 hours; the water is removed as it forms via a Dean Stark tube. The mass cyrstallizes over about a 16 hour period and is dissolved in 600 cc of ethyl acetate and extracted into 600 cc of 10% sodium carbonate. The aqueous solution is treated with activated charcoal and a filter aid, and then filtered. It is made strongly acid with 20% HCl and the solid which precipitates is extracted with ethyl acetate. The ethyl acetate is dried over MgSO4 and removed to yield a solid residue which is dissolved in 100 cc hot acetonitrile and allowed to cool for about 16 hours. The solid is filtered to yield 7.2 g of the title compound, melting point 153°-155° C.

出典