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

HRID 839862

反応式

HRID 839862 の反応式
[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

参加物

4

反応物 2

HCID 1060Pyruvic AcidHCID 2756272-Benzoylcyclohexanone

生成物 1

HCID 111611232(4H)-Benzofuranone, 7-benzoyl-5,6-dihydro-3-methyl-収率 25.5%

試薬・触媒・溶媒 1

HCID 3423265Sodium Lauryl Sulfate触媒

実験手順

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°.

後処理

  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

出典と根拠

ORDレコード
ord-ac7783129de84bd89171e9dd323f58f5
出典データセット
uspto-grants-1978_06
特許番号
US04097522

関連ノート

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