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

HRID 1067806
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HRID 1067806 반응식
[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]
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

4

반응물 2

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

생성물 1

HCID 21194389Ethyl 4-acetamido-1-methyl-2-indolecarboxylate수율 97.9%

시약·촉매·용매 1

HCID 1049Pyridine용매

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-8fafba0dec45486cbf3514b715516c5b
출처 데이터셋
uspto-grants-2001_06
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US06248772B1

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