Racemic Ethyl 6,7-Dimethoxy-3-hydroxymethylene-2-methyl-4-oxo-1,2,3,4-tetrahydroquinoline-1-carboxylate → 3-Propargylaminomethylene-6,7-dimethoxy-2-methyl-4-oxo-1,2,3,4-tetrahydro-1-quinoline carboxylic acid, ethyl ester

HRID 328808ノート

反応式

HRID 328808 の反応式
O[CH:2]=[C:3]1[C:12](=[O:13])[C:11]2[C:6](=[CH:7][C:8]([O:16][CH3:17])=[C:9]([O:14][CH3:15])[CH:10]=2)[N:5]([C:18]([O:20][CH2:21][CH3:22])=[O:19])[CH:4]1[CH3:23]>C1C=CC=CC=1>[CH2:4]([NH:5][CH:2]=[C:3]1[C:12](=[O:13])[C:11]2[C:6](=[CH:7][C:8]([O:16][CH3:17])=[C:9]([O:14][CH3:15])[CH:10]=2)[N:5]([C:18]([O:20][CH2:21][CH3:22])=[O:19])[CH:4]1[CH3:23])[C:3]#[CH:2]

参加物

3

反応物 1

HCID 70638946Racemic Ethyl 6,7-Dimethoxy-3-hydroxymethylene-2-methyl-4-oxo-1,2,3,4-tetrahydroquinoline-1-carboxylate

生成物 1

HCID 867338913-Propargylaminomethylene-6,7-dimethoxy-2-methyl-4-oxo-1,2,3,4-tetrahydro-1-quinoline carboxylic acid, ethyl ester

試薬・触媒・溶媒 1

HCID 241Benzene溶媒

実験手順

To 1.6 g. of 3-hydroxymethylene-6,7-dimethoxy-2-methyl-4-oxo-1,2,3,4-tetrahydro-1-quinoline carboxylic acid, ethyl ester in 15 ml. of benzene is added 275 mg. of proparglyamine, and the resulting solution allowed to stir overnight at room temperature. The reaction mixture is concentrated in vacuo to about 2 g. and is then dissolved in 50 ml. of chloroform. The resulting solution is washed with 50 ml. of a 1N aqueous sodium hydroxide solution and subsequently dried over magnesium sulfate. Removal of the chloroform solvent leaves 1.9 g. of the desired product as a yellow foam.

後処理

  1. concentrationThe reaction mixture is concentrated in vacuo to about 2 g
  2. dissolutionand is then dissolved in 50 ml
  3. washThe resulting solution is washed with 50 ml
  4. dry with materialof a 1N aqueous sodium hydroxide solution and subsequently dried over magnesium sulfate
  5. customRemoval of the chloroform solvent
  6. customleaves 1.9 g

出典と根拠

ORDレコード
ord-51ce068177fc4b93bb4bb38ec3759d44
出典データセット
uspto-grants-1977_04
特許番号
US04018758

反応ノート

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