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

HRID 2427073ノート

反応式

HRID 2427073 の反応式
[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]

参加物

5

反応物 3

HCID 180AcetoneHCID 516875Potassium PermanganateHCID 86632550HCID 86632550、化合物

生成物 1

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

試薬・触媒・溶媒 1

HCID 962Water溶媒

反応条件

温度
60 °C

実験手順

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:

後処理

  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

出典と根拠

ORDレコード
ord-1f9835baa5ec4963bb2e63d7f07297c4
出典データセット
uspto-grants-2011_06
特許番号
US07968573B2

反応ノート

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