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Dimethylformamide → 5-Methoxy-2-methyl-1H-indole-3-carbaldehyde

HRID 1451516
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HRID 1451516 반응식
P(Cl)(Cl)(Cl)=O.[CH3:6][O:7][C:8]1[CH:9]=[C:10]2[C:14](=[CH:15][CH:16]=1)[NH:13][C:12]([CH3:17])=[CH:11]2.CN([CH:21]=[O:22])C>>[CH:21]([C:11]1[C:10]2[C:14](=[CH:15][CH:16]=[C:8]([O:7][CH3:6])[CH:9]=2)[NH:13][C:12]=1[CH3:17])=[O:22]
참가 물질반응 조건실험 절차후처리출처 및 근거반응 노트

참가 물질

4

반응물 3

HCID 6228Dimethylformamide2회HCID 24813Phosphorus oxychlorideHCID 706425-Methoxy-2-methylindole

생성물 1

HCID 31595805-Methoxy-2-methyl-1H-indole-3-carbaldehyde

반응 조건

온도
0 °C

실험 절차

To 60 mL of DMF at 0° C. was added 10.1 mL of phosphorous oxychloride dropwise. The resulting solution was stirred 10 min at 0° C., then was treated dropwise with a solution of 5-methoxy-2-methylindole (16.2 g, 100 mmol) in 25 mL of DMF. The orange solution was wanned to 40° C. for 45 min, then cooled and quenched with ice. The mixture was then poured into 300 mL of ice water and treated with 100 mL of 10N NaOH. The resulting slurry was heated to reflux for 4 h, then cooled and filtered. The solid was rinsed with water and air-dried to give 18.7 g of the title compound.

후처리

  1. waitThe orange solution was wanned to 40° C. for 45 min
  2. temperaturecooled
  3. customquenched with ice
  4. additionThe mixture was then poured into 300 mL of ice water
  5. additiontreated with 100 mL of 10N NaOH
  6. temperatureThe resulting slurry was heated
  7. temperatureto reflux for 4 h
  8. temperaturecooled
  9. filtrationfiltered
  10. washThe solid was rinsed with water
  11. customair-dried

출처 및 근거

ORD 기록
ord-dbd1fd0585d44420bba87a97ac19865e
출처 데이터셋
uspto-grants-1997_02
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US05604253

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