Acetone → 4,5-dibromo-1-(3-chloro-2-pyridinyl)-1H-pyrrole-2-carboxylic acid

HRID 2427073노트

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HRID 2427073 반응식
[Br:1][C:2]1[CH:3]=[C:4]([CH:15]=[O:16])[N:5]([C:8]2[C:13]([Cl:14])=[CH:12][CH:11]=[CH:10][N:9]=2)[C:6]=1[Br:7].CC(C)=[O:19].[Mn]([O-])(=O)(=O)=O.[K+]>O>[Br:1][C:2]1[CH:3]=[C:4]([C:15]([OH:19])=[O:16])[N:5]([C:8]2[C:13]([Cl:14])=[CH:12][CH:11]=[CH:10][N:9]=2)[C:6]=1[Br:7]

참가 물질

5

반응물 3

HCID 180AcetoneHCID 516875Potassium PermanganateHCID 86632550HCID 86632550, 화합물

생성물 1

HCID 668542454,5-dibromo-1-(3-chloro-2-pyridinyl)-1H-pyrrole-2-carboxylic acid

시약·촉매·용매 1

HCID 962Water용매

반응 조건

온도
60 °C

실험 절차

To a mixture of 1.0 g of 4,5-dibromo-1-(3-chloro-2-pyridinyl)-1H-pyrrole-2-carbaldehyde, 15 ml of acetone and 7 ml of water was slowly added 1.3 g of potassium permanganate at 40° C. The resulting mixture was stirred at 60° C. for 2 hours. Precipitates in the reaction mixture were removed by filtration. The resulting filtrate was washed with chloroform two times. The aqueous layer was adjusted to around pH 3 by an addition of 2N hydrochloric acid and then extracted with ethyl acetate three times. The organic layers were combined, washed with an aqueous saturated sodium chloride solution, dried over anhydrous magnesium sulfate, and then concentrated under reduced pressure to obtain 0.69 g of 4,5-dibromo-1-(3-chloro-2-pyridinyl)-1H-pyrrole-2-carboxylic acid of the formula:

후처리

  1. customat 40° C
  2. customPrecipitates in the reaction mixture
  3. customwere removed by filtration
  4. washThe resulting filtrate was washed with chloroform two times
  5. additionThe aqueous layer was adjusted to around pH 3 by an addition of 2N hydrochloric acid
  6. extractionextracted with ethyl acetate three times
  7. washwashed with an aqueous saturated sodium chloride solution
  8. dry with materialdried over anhydrous magnesium sulfate
  9. concentrationconcentrated under reduced pressure

출처 및 근거

ORD 기록
ord-1f9835baa5ec4963bb2e63d7f07297c4
출처 데이터셋
uspto-grants-2011_06
특허 번호
US07968573B2

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