Piperonylidene acetone → HCID 23051852、化合物

HRID 1651357ノート

反応式

HRID 1651357 の反応式
[CH2:1]1[O:9][C:8]2[CH:7]=[CH:6][C:5](/[CH:10]=[CH:11]/[C:12](=[O:14])[CH3:13])=[CH:4][C:3]=2[O:2]1.O.[C:16]([OH:20])(=[O:19])[CH:17]=O>C(O)(=O)C.O>[CH2:1]1[O:9][C:8]2[CH:7]=[CH:6][C:5](/[CH:10]=[CH:11]/[C:12](=[O:14])/[CH:13]=[CH:17]/[C:16]([OH:20])=[O:19])=[CH:4][C:3]=2[O:2]1

参加物

5

反応物 2

HCID 6040503Piperonylidene acetoneHCID 15620607Glyoxylic acid, monohydrate

生成物 1

HCID 23051852HCID 23051852、化合物

試薬・触媒・溶媒 2

HCID 176Acetic Acid溶媒HCID 962Water溶媒

実験手順

A solution of 15 g (78.8 mmol) of (E)-4-[3,4-(methylenedioxy)phenyl]but-3-en-2-one and 7.2 g (78.8 mmol) of glyoxylic acid monohydrate in 20 ml of acetic acid was heated at reflux for 20 hours. The reaction mixture was diluted with water and extracted with ethyl acetate. The organic phase was extracted twice with 3N sodium hydroxide solution. The combined aqueous phases were treated with 3N hydrochloric acid to produce a strongly acidic reaction and extracted twice with ethyl acetate. The combined organic phases were dried over magnesium sulphate and concentrated. Crystallization of the residue from ethyl acetate/ether yielded (E,E)-6-[3,4-(methylenedioxy)phenyl]-4-oxo-2,5-hexadienoic acid of melting point 170°-173°.

後処理

  1. temperatureat reflux for 20 hours
  2. extractionextracted with ethyl acetate
  3. extractionThe organic phase was extracted twice with 3N sodium hydroxide solution
  4. additionThe combined aqueous phases were treated with 3N hydrochloric acid
  5. customto produce
  6. customa strongly acidic reaction
  7. extractionextracted twice with ethyl acetate
  8. dry with materialThe combined organic phases were dried over magnesium sulphate
  9. concentrationconcentrated
  10. customCrystallization of the residue from ethyl acetate/ether

出典と根拠

ORDレコード
ord-cd870529b9d54c86a3c4e11a54da9a60
出典データセット
uspto-grants-1990_05
特許番号
US04927958

反応ノート

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