Potassium Bicarbonate → 3-(4-Bromo-3-methylphenyl)-5-(3,5-dichlorophenyl)-5-(trifluoromethyl)-4,5-dihydroisoxazole

HRID 1096141ノート

反応式

HRID 1096141 の反応式
[Cl:1][C:2]1[CH:3]=[C:4]([C:9]([C:11]([F:14])([F:13])[F:12])=[CH2:10])[CH:5]=[C:6]([Cl:8])[CH:7]=1.[Br:15][C:16]1[CH:24]=[CH:23][C:19]([CH:20]=[N:21][OH:22])=[C:18](Cl)[C:17]=1[CH3:26].C(=O)([O-])O.[K+]>O1CCCC1>[Br:15][C:16]1[CH:24]=[CH:23][C:19]([C:20]2[CH2:10][C:9]([C:4]3[CH:3]=[C:2]([Cl:1])[CH:7]=[C:6]([Cl:8])[CH:5]=3)([C:11]([F:14])([F:12])[F:13])[O:22][N:21]=2)=[CH:18][C:17]=1[CH3:26]

参加物

5

反応物 3

HCID 516893Potassium BicarbonateHCID 231598231,3-Dichloro-5-(3,3,3-trifluoroprop-1-en-2-yl)benzeneHCID 866584614-Bromo-chloro-3-methylbenzaldoxime

生成物 1

HCID 231598123-(4-Bromo-3-methylphenyl)-5-(3,5-dichlorophenyl)-5-(trifluoromethyl)-4,5-dihydroisoxazole収率 90.5%

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒

実験手順

In a solution of 22.7 g of 3,5-dichloro-1-(1-trifluoromethylethenyl)benzene produced in Step 1 of Synthetic Example 3 and 26.0 g of 4-bromo-chloro-3-methylbenzaldoxime in 120 ml of tetrahydrofuran, 15.7 g of potassium hydrogen carbonate was added, and stirred under reflux with heat for 5 hours. After the completion of the reaction, the reaction mixture was left and cooled to room temperature, insoluble material was filtered off, then the solvent was distilled off under reduced pressure. 150 ml of water was added in the residue, stirred at room temperature for 18 hours, and precipitated crystal was filtered off and dried to obtain 38.6 g of the aimed product as white crystal. Melting point 105.0 to 108.0° C.

後処理

  1. temperatureunder reflux
  2. temperaturewith heat for 5 hours
  3. customAfter the completion of the reaction
  4. waitthe reaction mixture was left
  5. filtrationinsoluble material was filtered off
  6. distillationthe solvent was distilled off under reduced pressure
  7. addition150 ml of water was added in the residue
  8. stirringstirred at room temperature for 18 hours
  9. customprecipitated crystal
  10. filtrationwas filtered off
  11. customdried

出典と根拠

ORDレコード
ord-b469d2f67c3c4a9eaef65b20344e0157
出典データセット
uspto-grants-2012_03
特許番号
US08138213B2

反応ノート

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