Pyruvic Acid → 2(4H)-Benzofuranone, 7-benzoyl-5,6-dihydro-3-methyl-

HRID 839862

Reaktionsgleichung

Reaktionsgleichung von HRID 839862
[C:1]([CH:9]1[CH2:14][CH2:13][CH2:12][CH2:11][C:10]1=[O:15])(=[O:8])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[C:16](O)(=[O:20])[C:17]([CH3:19])=O>C(OS([O-])(=O)=O)CCCCCCCCCCC.[Na+]>[C:1]([C:9]1[CH2:14][CH2:13][CH2:12][C:11]2[C:10]=1[O:15][C:16](=[O:20])[C:17]=2[CH3:19])(=[O:8])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

Komponenten

4

Edukt 2

HCID 1060Pyruvic AcidHCID 2756272-Benzoylcyclohexanone

Produkt 1

HCID 111611232(4H)-Benzofuranone, 7-benzoyl-5,6-dihydro-3-methyl-Ausbeute 25,5 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 3423265Sodium Lauryl SulfateKatalysator

Versuchsvorschrift

A mixture of 10 g of 2-benzoyl-cyclohexanone, 5.8 g of pyruvic acid and 0.2 g of sodium dodecylsulfate is heated at 150° for 15 hours. After cooling, the raw reaction product is extracted with ethyl ether and the ether solution is washed with an aqueous solution of sodium bicarbonate, then with water and then dried. The residue which is obtained after removing the solvent (9 g) is chromatographed on an SiO2 column using as an eluent cyclohexane: ethyl ether 7:3. There are obtained 3.2 g of 7-benzoyl-3-methyl-2,4,5,6-tetrahydro-benzo[b]furan-2-one. After recrystallization from hexane-ethyl acetate m.p. is 79°-81°.

Aufarbeitung

  1. temperatureis heated at 150° for 15 hours
  2. temperatureAfter cooling
  3. customthe raw reaction product
  4. extractionis extracted with ethyl ether
  5. washthe ether solution is washed with an aqueous solution of sodium bicarbonate
  6. dry with materialwith water and then dried
  7. customThe residue which is obtained
  8. customafter removing the solvent (9 g)
  9. customis chromatographed on an SiO2 column

Quellen und Nachweise

ORD-Eintrag
ord-ac7783129de84bd89171e9dd323f58f5
Quelldatensatz
uspto-grants-1978_06
Patentnummer
US04097522

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