Dimethylformamide → 1-cyclopropyl-1H-pyrrole-2-carbaldehyde

HRID 1096970노트

반응식

HRID 1096970 반응식
O=P(Cl)(Cl)Cl.CN([CH:9]=[O:10])C.[CH:11]1([N:14]2[CH:18]=[CH:17][CH:16]=[CH:15]2)[CH2:13][CH2:12]1.[OH-].[Na+]>>[CH:11]1([N:14]2[CH:18]=[CH:17][CH:16]=[C:15]2[CH:9]=[O:10])[CH2:13][CH2:12]1

참가 물질

5

반응물 4

HCID 6228DimethylformamideHCID 14798Sodium Hydroxide2회HCID 24813Phosphorus oxychlorideHCID 189896721-Cyclopropyl-1H-pyrrole

생성물 1

HCID 434769981-cyclopropyl-1H-pyrrole-2-carbaldehyde

실험 절차

In a 500-ml egg plant-type flask, POCl3 (44.46 mL, 0.48 mol) was dropwise added to a DMF (37 mL, 0.48 mol) solution of 1-cyclopropyl-1H-pyrrole (46.46 g, 0.43 mol) with cooling with ice, and then stirred overnight at room temperature. The reaction mixture was poured into 5 N sodium hydroxide solution (336 mL) with cooling with ice, and the reaction solution was made basic with 5 N sodium hydroxide solution added thereto. The mixture solution was extracted with dichloromethane, dried with sodium sulfate, filtered, concentrated, and purified through silica gel column chromatography (Biotage [SiO2, 75+M]) with a hexane/ethyl acetate developer system to obtain the title compound as a colorless oil.

후처리

  1. temperaturewith cooling with ice
  2. temperaturewith cooling with ice
  3. additionadded
  4. extractionThe mixture solution was extracted with dichloromethane
  5. dry with materialdried with sodium sulfate
  6. filtrationfiltered
  7. concentrationconcentrated
  8. custompurified through silica gel column chromatography (Biotage [SiO2, 75+M]) with a hexane/ethyl acetate developer system

출처 및 근거

ORD 기록
ord-07f3e329ea034596b2db6745ceecca08
출처 데이터셋
uspto-grants-2012_03
특허 번호
US08138197B2

반응 노트

불러오는 중…