Chlorotrifluoroethylene → (RS)-3-carboethoxy-4-(2-chloro-1,1,2-trifluoroethoxy)-1-(2,6-dichloro-4-trifluoromethylphenyl)pyrazole

HRID 345117ノート

反応式

HRID 345117 の反応式
[C:1]([C:6]1[C:10]([OH:11])=[CH:9][N:8]([C:12]2[C:17]([Cl:18])=[CH:16][C:15]([C:19]([F:22])([F:21])[F:20])=[CH:14][C:13]=2[Cl:23])[N:7]=1)([O:3][CH2:4][CH3:5])=[O:2].[H-].[Na+].[Cl:26][C:27]([F:31])=[C:28]([F:30])[F:29]>O1CCOCC1>[C:1]([C:6]1[C:10]([O:11][C:28]([F:30])([F:29])[CH:27]([Cl:26])[F:31])=[CH:9][N:8]([C:12]2[C:17]([Cl:18])=[CH:16][C:15]([C:19]([F:20])([F:22])[F:21])=[CH:14][C:13]=2[Cl:23])[N:7]=1)([O:3][CH2:4][CH3:5])=[O:2]

参加物

5

反応物 3

HCID 6594ChlorotrifluoroethyleneHCID 24758Sodium hydrideHCID 19993700HCID 19993700、化合物

生成物 1

HCID 19993695(RS)-3-carboethoxy-4-(2-chloro-1,1,2-trifluoroethoxy)-1-(2,6-dichloro-4-trifluoromethylphenyl)pyrazole

試薬・触媒・溶媒 1

HCID 312751,4-Dioxane溶媒

実験手順

3-Carboethoxy-1-(2,6-dichloro-4-trifluoromethylphenyl)-4-hydroxypyrazole (2.0 g) was added to a stirred suspension of sodium hydride (80% dispersion in oil; 0.2 g) in dry dioxan (20 ml). When the resultant effervescence had subsided, the solution was heated to 80°-900 °C. and stirred while 2-chloro-1,1,2-trifluoroethylene was passed through. After 6 hours, the reaction was complete and the solvent was evaporated to dryness. The residue was dissolved in dilute hydrochloric acid (2M; 10 ml) and dichloromethane (20 ml) and the layers were separated. The aqueous layer was extracted with dichloromethane (30 ml) and the combined organic layers were washed with water (20 ml), dried over magnesium sulfate, filtered and evaporated. The residue was purified by dry-column chromatography (eluant ether:hexane 1:3) to give (RS)-3-carboethoxy-4-(2-chloro-1,1,2-trifluoroethoxy)-1-(2,6-dichloro-4-trifluoromethylphenyl)pyrazole (1.0 g). This was recrystallised from hexane to yield colorless needles, m.p. 105°-106.5° C.

後処理

  1. temperaturethe solution was heated to 80°-900 °C.
  2. customthe solvent was evaporated to dryness
  3. dissolutionThe residue was dissolved in dilute hydrochloric acid (2M; 10 ml)
  4. customdichloromethane (20 ml) and the layers were separated
  5. extractionThe aqueous layer was extracted with dichloromethane (30 ml)
  6. washthe combined organic layers were washed with water (20 ml)
  7. dry with materialdried over magnesium sulfate
  8. filtrationfiltered
  9. customevaporated
  10. customThe residue was purified by dry-column chromatography (eluant ether:hexane 1:3)

出典と根拠

ORDレコード
ord-6f85515d64b74f9f950b076b22e47e68
出典データセット
uspto-grants-1991_10
特許番号
US05055482

反応ノート

読み込み中…