Piperonylidene acetone → HCID 23051852, 화합물

HRID 1651357노트

반응식

HRID 1651357 반응식
[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

참가 물질

5

반응물 2

HCID 6040503Piperonylidene acetoneHCID 15620607Glyoxylic acid, monohydrate

생성물 1

HCID 23051852HCID 23051852, 화합물

시약·촉매·용매 2

HCID 176Acetic Acid용매HCID 962Water용매

실험 절차

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°.

후처리

  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

출처 및 근거

ORD 기록
ord-cd870529b9d54c86a3c4e11a54da9a60
출처 데이터셋
uspto-grants-1990_05
특허 번호
US04927958

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