Methyl 3-(dimethylamino)acrylate → Methyl 4-(2,3-dichlorophenyl)-1H-pyrrole-3-carboxylate

HRID 703268

反応式

HRID 703268 の反応式
Cl.[Cl:2][C:3]1[C:12]([Cl:13])=[CH:11][CH:10]=[CH:9][C:4]=1[C:5](=O)[CH2:6][NH2:7].CN(C)[CH:16]=[CH:17][C:18]([O:20][CH3:21])=[O:19].CC[O-].[Na+]>C(O)C>[C:18]([C:17]1[C:5]([C:4]2[CH:9]=[CH:10][CH:11]=[C:12]([Cl:13])[C:3]=2[Cl:2])=[CH:6][NH:7][CH:16]=1)([O:20][CH3:21])=[O:19]

参加物

5

反応物 3

HCID 566587Methyl 3-(dimethylamino)acrylateHCID 2723922Sodium ethoxideHCID 22151845Ethanone, 2-amino-1-(2,3-dichlorophenyl)-, hydrochloride

生成物 1

HCID 15087831Methyl 4-(2,3-dichlorophenyl)-1H-pyrrole-3-carboxylate

試薬・触媒・溶媒 1

HCID 702Ethanol溶媒2 回

実験手順

10.7 g of 2,3-dichlorophenacylamine hydrochloride and 6 g of methyl 3-dimethylaminoacrylate are heated for 2 hours under reflux in 120 ml of ethanol. Then a solution of 4 g of sodium ethylate in 40 ml of ethanol is added dropwise and the reaction mixture is heated for another hour under reflux. The reaction mixture is then concentrated by evaporation and the oily residue is purified by column chromatography (silica gel; elution with a 3:1 mixture of toluene/ethyl acetate. Melting point: 205°-206° C.

後処理

  1. temperaturethe reaction mixture is heated for another hour
  2. temperatureunder reflux
  3. concentrationThe reaction mixture is then concentrated by evaporation
  4. customthe oily residue is purified by column chromatography (silica gel
  5. washelution
  6. additionwith a 3:1 mixture of toluene/ethyl acetate

出典と根拠

ORDレコード
ord-f62a420c3ab146378e538cebd13cd0fc
出典データセット
uspto-grants-1991_01
特許番号
US04981990

関連ノート

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