Dimethylformamide → 1-(2-nitrophenyl)-1H-pyrrole-2-carbaldehyde

HRID 556730

반응식

HRID 556730 반응식
O=P(Cl)(Cl)Cl.CN([CH:9]=[O:10])C.[N+:11]([C:14]1[CH:19]=[CH:18][CH:17]=[CH:16][C:15]=1[N:20]1[CH:24]=[CH:23][CH:22]=[CH:21]1)([O-:13])=[O:12].CC([O-])=O.[Na+]>C(Cl)(Cl)(Cl)Cl.O>[N+:11]([C:14]1[CH:19]=[CH:18][CH:17]=[CH:16][C:15]=1[N:20]1[CH:24]=[CH:23][CH:22]=[C:21]1[CH:9]=[O:10])([O-:13])=[O:12]

참가 물질

7

반응물 4

HCID 6228DimethylformamideHCID 24813Phosphorus oxychlorideHCID 517045Sodium AcetateHCID 5206111-(2-Nitrophenyl)pyrrole

생성물 1

HCID 47153911-(2-nitrophenyl)-1H-pyrrole-2-carbaldehyde수율 65%

시약·촉매·용매 2

HCID 962Water용매HCID 5943Carbon Tetrachloride용매2회

실험 절차

POCl3 was added to DMF at 0-10° C. after which 50 ml of CCl4 was added at room temperature. A solution of 4.5 g (24 mmol) 1a in 50 ml of CCl4 was added slowly to the reaction mixture at about 10° C. during 1 hour. The reaction mixture was refluxed for 15 min. and a solution of 50 g of NaOAc, 3H2O in 50 ml of H2O was added and refluxing was continued for 15 min. The mixture was cooled, extracted with ether and dried over Na2SO4. 8.0 g (65%) of 2a was isolated by column chromatography using EtOAc:petroleum ether as eluent.

후처리

  1. additionwas added at room temperature
  2. temperatureThe reaction mixture was refluxed for 15 min.
  3. temperaturerefluxing
  4. temperatureThe mixture was cooled
  5. extractionextracted with ether
  6. dry with materialdried over Na2SO4

출처 및 근거

ORD 기록
ord-e51942fef4734edd9a97c030c059bd16
출처 데이터셋
uspto-grants-2011_11
특허 번호
US08058306B2

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