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

HRID 38489ノート

反応式

HRID 38489 の反応式
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

参加物

5

反応物 4

HCID 6228DimethylformamideHCID 14798Sodium Hydroxide2 回HCID 24813Phosphorus oxychlorideHCID 189896721-Cyclopropyl-1H-pyrrole

生成物 1

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

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-f356231ba4b8489a8306a461e698bc22
出典データセット
uspto-grants-2013_09
特許番号
US08524730B2

反応ノート

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