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

HRID 38489노트

반응식

HRID 38489 반응식
O=P(Cl)(Cl)Cl.[CH:6]1([N:9]2[CH:13]=[CH:12][CH:11]=[CH:10]2)[CH2:8][CH2:7]1.[OH-].[Na+].CN([CH:19]=[O:20])C>>[CH:6]1([N:9]2[CH:13]=[CH:12][CH:11]=[C:10]2[CH:19]=[O:20])[CH2:8][CH2:7]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

POCl3 (44.5 ml) was added to a stirred solution of 1-cyclopropyl-1H-pyrrole (46.5 g) in DMF (37 ml) at 0° C., then the mixture was stirred at room temperature overnight. The mixture was poured into aqueous 5N NaOH (336 ml) at 0° C., and the mixture was made basic with an additional aqueous 5N NaOH. The mixture was extracted with CH2Cl2 and the organic extract was dried over Na2SO4, concentrated, and the residue was purified on silicagel column chromatography (hexane/EtOAc) to give intended compound as colorless oil.

후처리

  1. extractionThe mixture was extracted with CH2Cl2
  2. extractionthe organic extract
  3. dry with materialwas dried over Na2SO4
  4. concentrationconcentrated
  5. customthe residue was purified on silicagel column chromatography (hexane/EtOAc)
  6. customto give

출처 및 근거

ORD 기록
ord-f356231ba4b8489a8306a461e698bc22
출처 데이터셋
uspto-grants-2013_09
특허 번호
US08524730B2

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