2-Propenamide, 3-phenyl- → HCID 86594853、化合物

HRID 225776

反応式

HRID 225776 の反応式
[C:1]([NH2:11])(=O)[CH:2]=[CH:3][C:4]1[CH:9]=[CH:8][CH:7]=[CH:6][CH:5]=1.COC1C=CC(P2(SP(C3C=CC(OC)=CC=3)(=S)S2)=[S:21])=CC=1.Br[CH:35]([CH3:43])[C:36](=O)[CH2:37][C:38]([O:40][CH3:41])=[O:39]>O1CCCC1>[CH3:43][C:35]1[S:21][C:1]([CH:2]=[CH:3][C:4]2[CH:9]=[CH:8][CH:7]=[CH:6][CH:5]=2)=[N:11][C:36]=1[CH2:37][C:38]([O:40][CH3:41])=[O:39]

参加物

5

反応物 3

HCID 121352-Propenamide, 3-phenyl-HCID 87949Lawesson's reagentHCID 9815681Methyl 4-bromo-3-oxopentanoate

生成物 1

HCID 86594853HCID 86594853、化合物収率 86.9%

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒

実験手順

Cinnamamide (3.27 g) was dissolved in tetrahydrofuran (33 ml), and Lawesson's reagent (4.94 g) was added. The mixture was refluxed for 3 h and methyl 4-bromo-3-oxopentanoate (6.97 g) was added. The mixture was further refluxed for 11 h. Tetrahydrofuran was evaporated under reduced pressure and ethyl acetate (300 ml) was added to the obtained residue. The mixture was washed with water (200 ml) and then with saturated brine (200 ml), and dried (Na2SO4). Ethyl acetate was evaporated under reduced pressure and the obtained residue was purified by column chromatography to give methyl (5-methyl-2-styrylthiazole-4-yl)acetate (2.9 g).

後処理

  1. temperatureThe mixture was refluxed for 3 h
  2. temperatureThe mixture was further refluxed for 11 h
  3. customTetrahydrofuran was evaporated under reduced pressure and ethyl acetate (300 ml)
  4. additionwas added to the obtained residue
  5. washThe mixture was washed with water (200 ml)
  6. dry with materialwith saturated brine (200 ml), and dried (Na2SO4)
  7. customEthyl acetate was evaporated under reduced pressure
  8. customthe obtained residue was purified by column chromatography

出典と根拠

ORDレコード
ord-a1c5a391e4c7465e901417098647f6eb
出典データセット
uspto-grants-2009_07
特許番号
US07557123B2

関連ノート

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