Ethanol → Ethyl 4-formyl-1H-pyrrole-2-carboxylate

HRID 1093977노트

반응식

HRID 1093977 반응식
ClC(Cl)(Cl)[C:3]([C:5]1[NH:9][CH:8]=[C:7]([CH:10]=[O:11])[CH:6]=1)=[O:4].[CH2:14]([O-])[CH3:15].[Na+].C([OH:20])C>>[CH:10]([C:7]1[CH:6]=[C:5]([C:3]([O:4][CH2:14][CH3:15])=[O:20])[NH:9][CH:8]=1)=[O:11]

참가 물질

4

반응물 3

HCID 702Ethanol2회HCID 2723922Sodium ethoxideHCID 124599775-Trichloroacetyl-1H-pyrrole-3-carbaldehyde

생성물 1

HCID 321486Ethyl 4-formyl-1H-pyrrole-2-carboxylate

실험 절차

To a solution of the compound obtained in Step B (83.7 mmoles) in ethanol (200 ml) there is added, dropwise and over 20 minutes, a solution of sodium ethanolate (13.4 mmoles) in ethanol (45 ml) at ambient temperature. After stirring for 3 hours, the mixture is evaporated to dryness and then taken up in ethyl ether (200 ml). To that organic phase there is added aqueous 2N HCl solution (150 ml) and the resulting mixture is stirred; the phases are then separated and the aqueous phase is extracted with ethyl ether. The organic phase is washed with saturated aqueous NaHCO3 solution and with saturated aqueous NaCl solution, dried over sodium sulphate, filtered and evaporated to dryness to yield the title product (brown crystals), which is used directly in the next Step.

후처리

  1. customat ambient temperature
  2. customthe mixture is evaporated to dryness
  3. additionTo that organic phase there is added aqueous 2N HCl solution (150 ml)
  4. stirringthe resulting mixture is stirred
  5. customthe phases are then separated
  6. extractionthe aqueous phase is extracted with ethyl ether
  7. washThe organic phase is washed with saturated aqueous NaHCO3 solution and with saturated aqueous NaCl solution
  8. dry with materialdried over sodium sulphate
  9. filtrationfiltered
  10. customevaporated to dryness

출처 및 근거

ORD 기록
ord-189a90f457f5477792b9196a574b6d71
출처 데이터셋
uspto-grants-2012_03
특허 번호
US08133889B2

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