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Acetic Acid → Ethyl 4-acetamido-1-methyl-2-indolecarboxylate

HRID 1067806
ノート
印刷プレビュー

反応式

HRID 1067806 の反応式
[NH2:1][C:2]1[CH:10]=[CH:9][CH:8]=[C:7]2[C:3]=1[CH:4]=[C:5]([C:12]([O:14][CH2:15][CH3:16])=[O:13])[N:6]2[CH3:11].[C:17](O)(=[O:19])[CH3:18]>N1C=CC=CC=1>[C:17]([NH:1][C:2]1[CH:10]=[CH:9][CH:8]=[C:7]2[C:3]=1[CH:4]=[C:5]([C:12]([O:14][CH2:15][CH3:16])=[O:13])[N:6]2[CH3:11])(=[O:19])[CH3:18]
参加物実験手順後処理出典と根拠反応ノート

参加物

4

反応物 2

HCID 176Acetic AcidHCID 13401554Ethyl 4-amino-1-methyl-1H-indole-2-carboxylate

生成物 1

HCID 21194389Ethyl 4-acetamido-1-methyl-2-indolecarboxylate収率 97.9%

試薬・触媒・溶媒 1

HCID 1049Pyridine溶媒

実験手順

In 20 ml of pyridine was dissolved 1.2 g (5.52 mmol) of ethyl 4-amino-1-methyl-2-indolecarboxylate. While stirring at room temperature, 10 ml of anhydrous acetic acid was added to the solution. After stirring for 2 hours at room temperature, the reaction mixture was poured onto ice water. The mixture was extracted three times with ethyl acetate. The combined extracts were washed with 1N hydrochloric acid and then with saturated sodium hydrogencarbonate solution. The solvent was then distilled off under reduced pressure and the residue was purified by silica gel column chromatography to give 1.40 g (97.9%) of ethyl 4-acetamido-1-methyl-2-indolecarboxylate.

後処理

  1. stirringAfter stirring for 2 hours at room temperature
  2. additionthe reaction mixture was poured onto ice water
  3. extractionThe mixture was extracted three times with ethyl acetate
  4. washThe combined extracts were washed with 1N hydrochloric acid
  5. distillationThe solvent was then distilled off under reduced pressure
  6. customthe residue was purified by silica gel column chromatography

出典と根拠

ORDレコード
ord-8fafba0dec45486cbf3514b715516c5b
出典データセット
uspto-grants-2001_06
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US06248772B1

反応ノート

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