Acetic Acid → HCID 54094934、化合物

HRID 35683

反応式

HRID 35683 の反応式
[Cl:1][C:2]1[CH:3]=[C:4]2[C:9](=[CH:10][CH:11]=1)[N:8]([C:12](=[O:15])[CH2:13][CH3:14])[CH2:7][C:6](=[CH:16][N:17](C)C)[C:5]2=[O:20].C(O)(=O)C.[C:25]([O:29][C:30]([N:32]([CH3:34])N)=[O:31])([CH3:28])([CH3:27])[CH3:26]>CO.O1CCCC1>[C:25]([O:29][C:30]([N:32]([CH3:34])[NH:17][CH:16]=[C:6]1[C:5](=[O:20])[C:4]2[C:9](=[CH:10][CH:11]=[C:2]([Cl:1])[CH:3]=2)[N:8]([C:12](=[O:15])[CH2:13][CH3:14])[CH2:7]1)=[O:31])([CH3:28])([CH3:27])[CH3:26]

参加物

6

反応物 3

HCID 176Acetic AcidHCID 37482801-Boc-1-methylhydrazineHCID 54453990HCID 54453990、化合物

生成物 1

HCID 54094934HCID 54094934、化合物収率 78%

試薬・触媒・溶媒 2

HCID 887Methanol溶媒HCID 8028Tetrahydrofuran溶媒

実験手順

A solution of 6-chloro-3-dimethylaninometylene-4-oxo-1-propionyl-1,2,3,4-tetrahydroquinoline (2.00 g) 1-tert-butoxycarbonyl-1-meth-ylhydrazine (1.50 g) and acetic acid (1.20 ml) in methanol (100 ml) and tetrahydrofuran (100 ml) was refluxed for 9 hours with stirring. 1-tert-Butoxycarbonyl-1-methylhydrazine (1.50 g) was added to the mixture and the stirring was continued for 8 hours at reflux conditions. After the solvent was evaporated in vacuo, saturated aqueous sodium hydrogen carbonate (15 ml) was added to the mixture and extracted with ethyl acetate (30 ml). The extract was washed with water, dried over magnesium sulfate and evaporated in vacuo. The residue (3.90 g) was chromatographed on silica gel by eluting with chloroform to give 3-(2-tert-butoxycarbonyl-2-methylhydrazino)methylene-6-chloro-4-oxo-1-propionyl-1,2,3,4-tetrahydroquinoline (2.10 g) as yellow amorphous.

後処理

  1. temperatureat reflux conditions
  2. customAfter the solvent was evaporated in vacuo, saturated aqueous sodium hydrogen carbonate (15 ml)
  3. additionwas added to the mixture
  4. extractionextracted with ethyl acetate (30 ml)
  5. washThe extract was washed with water
  6. dry with materialdried over magnesium sulfate
  7. customevaporated in vacuo
  8. customThe residue (3.90 g) was chromatographed on silica gel
  9. washby eluting with chloroform

出典と根拠

ORDレコード
ord-c48d16fc29f746318e3d664348d4c514
出典データセット
uspto-grants-1988_08
特許番号
US04767780

関連ノート

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