Benzene → 6-Chloro-cyclopropyl-carbonyl-3-dimethylaminomethylene-4-oxo-1,2,3,4-tetrahydroquinoline

HRID 35670ノート

反応式

HRID 35670 の反応式
[Cl:1][C:2]1[CH:3]=[C:4]2C(=[CH:10][CH:11]=1)N(C1CC1)C(=C=O)C[C:5]2=[O:17].CO[CH:20]([O:24]C)[N:21]([CH3:23])[CH3:22].[CH2:26]([N:28]([CH2:31][CH3:32])[CH2:29]C)C.[CH:33]1[CH:38]=[CH:37]C=CC=1>>[Cl:1][C:2]1[CH:3]=[C:4]2[C:22](=[CH:10][CH:11]=1)[N:21]([C:20]([CH:37]1[CH2:38][CH2:33]1)=[O:24])[CH2:23][C:32](=[CH:31][N:28]([CH3:26])[CH3:29])[C:5]2=[O:17]

参加物

5

反応物 4

HCID 241BenzeneHCID 8471TriethylamineHCID 78373Dimethylformamide dimethyl acetalHCID 867416286-Chloro-1-cycloprop yl-carbonyl-4-oxo-1,2,3,4-tetrahydroquinoline

生成物 1

HCID 540677536-Chloro-cyclopropyl-carbonyl-3-dimethylaminomethylene-4-oxo-1,2,3,4-tetrahydroquinoline

実験手順

A solution of 6-chloro-1-cycloprop yl-carbonyl-4-oxo-1,2,3,4-tetrahydroquinoline (1.996 g), N,N-dimethylformamide dimethyl acetal (3.808 g), and triethylamine (1.212 g) in benzene (16 ml) was refluxed with stirring for 30 minutes and then about three-fourths of the solvent was distilled slowly at atmospheric pressure over a period of approximately 30 minutes. To the residue was added benzene (16 ml) and the solvent was distilled again. The residue was dissolved in ethyl acetate, treated with activated charcoal, and evaporated in vacuo. The residual sold was washed with diethyl ether to give 6-chloro-cyclopropyl-carbonyl-3-dimethylaminomethylene-4-oxo-1,2,3,4-tetrahydroquinoline (2.43 g).

後処理

  1. distillationabout three-fourths of the solvent was distilled slowly at atmospheric pressure over a period of approximately 30 minutes
  2. additionTo the residue was added benzene (16 ml)
  3. distillationthe solvent was distilled again
  4. dissolutionThe residue was dissolved in ethyl acetate
  5. additiontreated with activated charcoal
  6. customevaporated in vacuo
  7. washThe residual sold was washed with diethyl ether

出典と根拠

ORDレコード
ord-f6c894724b454afea2847361e9d2d620
出典データセット
uspto-grants-1988_08
特許番号
US04767780

反応ノート

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