Ethyl chloroacetate → Carbethoxymethyl beta-carbolin-3-carboxylate

HRID 1085433ノート

反応式

HRID 1085433 の反応式
[H-].[Na+].[CH:3]1[C:15]2[NH:14][C:13]3[C:8](=[CH:9][CH:10]=[CH:11][CH:12]=3)[C:7]=2[CH:6]=[C:5]([C:16]([OH:18])=[O:17])[N:4]=1.Cl[CH2:20][C:21]([O:23][CH2:24][CH3:25])=[O:22]>CN(C)C=O>[CH:3]1[C:15]2[NH:14][C:13]3[C:8](=[CH:9][CH:10]=[CH:11][CH:12]=3)[C:7]=2[CH:6]=[C:5]([C:16]([O:18][CH2:20][C:21]([O:23][CH2:24][CH3:25])=[O:22])=[O:17])[N:4]=1

参加物

5

反応物 3

HCID 7751Ethyl chloroacetateHCID 24758Sodium hydrideHCID 1732629H-Pyrido(3,4-b)indole-3-carboxylic acid

生成物 1

HCID 20059983Carbethoxymethyl beta-carbolin-3-carboxylate

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

実験手順

0.4 g of a 55% suspension of sodium hydride in mineral oil are added to a suspension of 2.1 g of β-carbolin-3-carboxylic acid in 25 ml of dimethyl formamide, and after a period of 5 minutes, 1.2 ml of ethyl chloracetate are added. The mixture is refluxed for 4 hours and subsequently dimethyl formamide is evaporated in vacuo. After addition of 100 ml of water to the remainder, the mixture is extracted with chloroform to form 1 g of carbethoxymethyl β-carbolin-3-carboxylate having a melting point of 202°-203° C.

後処理

  1. temperatureThe mixture is refluxed for 4 hours
  2. customsubsequently dimethyl formamide is evaporated in vacuo
  3. additionAfter addition of 100 ml of water to the remainder
  4. extractionthe mixture is extracted with chloroform

出典と根拠

ORDレコード
ord-413b0096e88a4ecfa65eb486faeabc58
出典データセット
uspto-grants-1991_04
特許番号
US05010077

反応ノート

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