Water → Methyl 1-ethylindole-3-carboxylate

HRID 1372687노트

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HRID 1372687 반응식
[H-].[Na+].[NH:3]1[C:11]2[C:6](=[CH:7][CH:8]=[CH:9][CH:10]=2)[C:5]([C:12]([O:14][CH3:15])=[O:13])=[CH:4]1.[CH2:16](I)[CH3:17].O>CN(C=O)C>[CH2:16]([N:3]1[C:11]2[C:6](=[CH:7][CH:8]=[CH:9][CH:10]=2)[C:5]([C:12]([O:14][CH3:15])=[O:13])=[CH:4]1)[CH3:17]

참가 물질

6

반응물 4

HCID 962WaterHCID 6340IodoethaneHCID 24758Sodium hydrideHCID 589098Methyl indole-3-carboxylate

생성물 1

HCID 5191495Methyl 1-ethylindole-3-carboxylate

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

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온도
0 °C

실험 절차

In DMF (8.0 ml) was suspended sodium hydride (60% in oil, 273.9 mg, 6.846 mmol). To the resulting suspension was added methyl indole-3-carboxylate (399.8 mg, 2.282 mmol) under stirring at 0° C. The reaction mixture was stirred for 40 minutes at the same temperature. To the mixture was added ethyl iodide (0.27 ml, 3.423 mmol) at 0° C., followed by stirring at the same temperature for further 2 hours. Water was added to the reaction mixture to terminate the reaction. The reaction mixture was extracted with ethyl acetate. The extract was washed successively with 1N HCl and saturated brine, dried over anhydrous sodium sulfate and distilled under reduced pressure to remove the solvent, whereby methyl 1-ethylindole-3-carboxylate was obtained. The resulting compound was provided for the subsequent reaction without further purification.

후처리

  1. stirringThe reaction mixture was stirred for 40 minutes at the same temperature
  2. stirringby stirring at the same temperature for further 2 hours
  3. customto terminate
  4. customthe reaction
  5. extractionThe reaction mixture was extracted with ethyl acetate
  6. washThe extract was washed successively with 1N HCl and saturated brine
  7. dry with materialdried over anhydrous sodium sulfate
  8. distillationdistilled under reduced pressure
  9. customto remove the solvent

출처 및 근거

ORD 기록
ord-274ca016e4784038affc2b66edbd7365
출처 데이터셋
uspto-grants-2007_01
특허 번호
US07157487B2

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