Barium Sulfate → Methyl 2-[2,3-dihydro-2-ethyl-3-methyl-4-oxo-4H-1-benzopyran-6-yl]propionate

HRID 26686

反応式

HRID 26686 の反応式
[CH2:1]([C:3]1[O:4][C:5]2[CH:14]=[CH:13][C:12]([CH:15]([CH3:20])[C:16]([O:18][CH3:19])=[O:17])=[CH:11][C:6]=2[C:7](=[O:10])[C:8]=1[CH3:9])[CH3:2].S([O-])([O-])(=O)=O.[Ba+2].CC(C)=O.OS(O)(=O)=O.O=[Cr](=O)=O>C(O)C.[Pd].CC(C)=O>[CH2:1]([CH:3]1[CH:8]([CH3:9])[C:7](=[O:10])[C:6]2[CH:11]=[C:12]([CH:15]([CH3:20])[C:16]([O:18][CH3:19])=[O:17])[CH:13]=[CH:14][C:5]=2[O:4]1)[CH3:2]

参加物

7

反応物 3

HCID 24414Barium SulfateHCID 21322008Methyl 2-[2-ethyl-3-methyl-4-oxo-4H-1-benzopyran-6-yl]propionateHCID 131709961Jones' reagent

生成物 1

HCID 21322013Methyl 2-[2,3-dihydro-2-ethyl-3-methyl-4-oxo-4H-1-benzopyran-6-yl]propionate

試薬・触媒・溶媒 3

HCID 23938Palladium触媒2 回HCID 180Acetone溶媒HCID 702Ethanol溶媒

実験手順

Methyl 2-[2-ethyl-3-methyl-4-oxo-4H-1-benzopyran-6-yl]propionate (6.61 g) was taken up in dry ethanol (150 ml) and hydrogenated at 85 p.s.i. with 5% palladium on carbon (0.2 g) and 5% palladium on barium sulphate (0.49) for a total of 48 hours. The catalyst was removed by filtration (`Hyflo` supercel) and the ethanol removed in vacuo affording an oil. The oil was taken up in acetone (50 ml) and treated with a slight excess of Jones reagent. The excess oxidant was destroyed with methanol and the reaction mixture was dissolved in water (200 ml) and extracted with ether. The combined ethereal extracts were washed with water, dilute aqueous sodium bicarbonate solution and water, dried (MgSO4) and concentrated in vacuo to give the title compound as an oil--6 g.

後処理

  1. customfor a total of 48 hours
  2. customThe catalyst was removed by filtration (`Hyflo` supercel) and the ethanol
  3. customremoved in vacuo
  4. customaffording an oil
  5. customThe excess oxidant was destroyed with methanol
  6. dissolutionthe reaction mixture was dissolved in water (200 ml)
  7. extractionextracted with ether
  8. washThe combined ethereal extracts were washed with water, dilute aqueous sodium bicarbonate solution and water
  9. dry with materialdried (MgSO4)
  10. concentrationconcentrated in vacuo

出典と根拠

ORDレコード
ord-15c03e503fec4509a2e2f164f7947f2d
出典データセット
uspto-grants-1979_04
特許番号
US04151179

関連ノート

読み込み中…