Potassium → HCID 15376176、化合物

HRID 1421387ノート

反応式

HRID 1421387 の反応式
F[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[C:8](=[O:13])[C:9]([O:11][CH3:12])=[O:10].[K].[Cl:15][C:16]1[CH:21]=[CH:20][C:19]([N:22]2[CH:26]=[CH:25][C:24]([OH:27])=[N:23]2)=[CH:18][CH:17]=1>CS(C)=O>[Cl:15][C:16]1[CH:17]=[CH:18][C:19]([N:22]2[CH:26]=[CH:25][C:24]([O:27][C:2]3[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=3[C:8](=[O:13])[C:9]([O:11][CH3:12])=[O:10])=[N:23]2)=[CH:20][CH:21]=1

参加物

5

反応物 3

HCID 5462222PotassiumHCID 10856111Methyl 2-(2-fluorophenyl)-2-oxoacetateHCID 178516414HCID 178516414、化合物

生成物 1

HCID 15376176HCID 15376176、化合物

試薬・触媒・溶媒 1

HCID 679Dimethyl Sulfoxide溶媒2 回

反応条件

温度
60 °C

実験手順

A solution of 4.2 g of methyl 2-fluorophenylglyoxalate in 30 ml of anhydrous dimethyl sulfoxide was added dropwise to a solution of 5.0 g of the potassium salt of 1-(4-chlorophenyl)-3-hydroxy-pyrazole in 30 ml of anhydrous dimethyl sulfoxide. The batch was heated at 60° C. for 3.5 more hours, cooled and divided into two halves. One half was poured into ice-water/methyl tert-butyl ether for working-up. After the organic phase had been separated off, the aqueous phase was extracted three more times with methyl tert-butyl ether. The combined organic phases were dried over sodium sulfate and concentrated. The crude product was purified by chromatography over silica gel (eluent heptane/ethyl acetate 80/20→70/30). This gave 1.0 g of the title compound as a pale oil.

後処理

  1. temperaturecooled
  2. customAfter the organic phase had been separated off
  3. extractionthe aqueous phase was extracted three more times with methyl tert-butyl ether
  4. dry with materialThe combined organic phases were dried over sodium sulfate
  5. concentrationconcentrated
  6. customThe crude product was purified by chromatography over silica gel (eluent heptane/ethyl acetate 80/20→70/30)

出典と根拠

ORDレコード
ord-2269476fac1d47fd92f86e5dd0c34ad2
出典データセット
uspto-grants-2000_06
特許番号
US06075149

反応ノート

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