Glyoxylic Acid → 4-(2-Furanyl)-4-oxo-2-butenoic acid

HRID 126987

反応式

HRID 126987 の反応式
[C:1]([OH:5])(=[O:4])[CH:2]=O.[C:6]([C:9]1[O:10][CH:11]=[CH:12][CH:13]=1)(=[O:8])[CH3:7]>C(#N)C>[O: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]

参加物

4

反応物 2

HCID 760Glyoxylic AcidHCID 145052-Acetylfuran

生成物 1

HCID 542490284-(2-Furanyl)-4-oxo-2-butenoic acid収率 21.7%

試薬・触媒・溶媒 1

HCID 6342Acetonitrile溶媒

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.

後処理

  1. temperatureis heated at 125°-135° C. for about 5 hours
  2. customthe water is removed as it
  3. customcyrstallizes over about a 16 hour period
  4. dissolutionis dissolved in 600 cc of ethyl acetate
  5. extractionextracted into 600 cc of 10% sodium carbonate
  6. additionThe aqueous solution is treated with activated charcoal
  7. filtrationa filter aid, and then filtered
  8. customthe solid which precipitates
  9. extractionis extracted with ethyl acetate
  10. dry with materialThe ethyl acetate is dried over MgSO4
  11. customremoved
  12. customto yield a solid residue which
  13. temperatureto cool for about 16 hours
  14. filtrationThe solid is filtered

出典と根拠

ORDレコード
ord-5913ae38c5a145c4b87f0c357caf8b6a
出典データセット
uspto-grants-1981_03
特許番号
US04254267

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