4-Chlorobenzaldehyde → HCID 54122748、化合物

HRID 1583711ノート

反応式

HRID 1583711 の反応式
[CH3:1][C:2]1([C:5](=[O:12])[CH2:6][N:7]2[CH:11]=[N:10][CH:9]=[N:8]2)[CH2:4][CH2:3]1.[Cl:13][C:14]1[CH:21]=[CH:20][C:17]([CH:18]=O)=[CH:16][CH:15]=1.C(=O)([O-])[O-].[K+].[K+]>C(OC(=O)C)(=O)C>[Cl:13][C:14]1[CH:21]=[CH:20][C:17]([CH:18]=[C:6]([N:7]2[CH:11]=[N:10][CH:9]=[N:8]2)[C:5]([C:2]2([CH3:1])[CH2:4][CH2:3]2)=[O:12])=[CH:16][CH:15]=1

参加物

5

反応物 3

HCID 77264-ChlorobenzaldehydeHCID 11430Potassium CarbonateHCID 12760574HCID 12760574、化合物

生成物 1

HCID 54122748HCID 54122748、化合物

試薬・触媒・溶媒 1

HCID 7918Acetic Anhydride溶媒

反応条件

温度
100 °C

実験手順

1-(1-Methylcyclopropyl)-2-(1,2,4-triazole-1-yl)ethane-1-one (10 g, 0.06 mole), 4-chlorobenzaldehyde (9 g, 0.06 mole), anhydrous potassium carbonate (8 g, 0.06 mole) and acetic anhydride (100 ml) were mixed, and the mixture was heated to 100° C. for 6 hours with stirring. Precipitates in the reaction solution was removed by filtration, and the filtrate was concentrated under reduced pressure to obtain an oily product. The oily product was extracted with chloroform (300 ml), and the extract was washed with a sodium hydrogen carbonate-saturated water (300 ml). The organic layer was dried over anhydrous sodium sulfate and concentrated under reduced pressure. One drop of the residue was dissolved in acetone, and the acetone solution was gas-chromatographed under the conditions described below. Then, a peak corresponding to the II-A isomer was found at a retention time of 250 sec, and that corresponding to the II-B isomer at a retention time of 300 sec. The ratio of the both isomers was 19.1/63.5, i.e. about 1/3, as calculated from the percentage of each area.

後処理

  1. customPrecipitates in the reaction solution
  2. customwas removed by filtration
  3. concentrationthe filtrate was concentrated under reduced pressure
  4. customto obtain an oily product
  5. extractionThe oily product was extracted with chloroform (300 ml)
  6. washthe extract was washed with a sodium hydrogen carbonate-saturated water (300 ml)
  7. dry with materialThe organic layer was dried over anhydrous sodium sulfate
  8. concentrationconcentrated under reduced pressure
  9. dissolutionOne drop of the residue was dissolved in acetone
  10. customthe acetone solution was gas-chromatographed under the conditions

出典と根拠

ORDレコード
ord-926cd7188c224ccfa54fc62291fd060e
出典データセット
uspto-grants-1985_11
特許番号
US04554007

反応ノート

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