Triethylamine → 4-[5-(3,5-dichlorophenyl)-5-trifluoromethyl-4,5-dihydroisoxazol-3-yl]-N-(2,2,2-trifluoroethyl)benzoic acid amide

HRID 452474노트

반응식

HRID 452474 반응식
C(N(CC)CC)C.[Cl:8][C:9]1[CH:10]=[C:11]([C:16]2([C:30]([F:33])([F:32])[F:31])[O:20][N:19]=[C:18]([C:21]3[CH:29]=[CH:28][C:24]([C:25](Cl)=[O:26])=[CH:23][CH:22]=3)[CH2:17]2)[CH:12]=[C:13]([Cl:15])[CH:14]=1.[F:34][C:35]([F:39])([F:38])[CH2:36][NH2:37]>C(Cl)(Cl)Cl.O>[Cl:8][C:9]1[CH:10]=[C:11]([C:16]2([C:30]([F:33])([F:32])[F:31])[O:20][N:19]=[C:18]([C:21]3[CH:29]=[CH:28][C:24]([C:25]([NH:37][CH2:36][C:35]([F:39])([F:38])[F:34])=[O:26])=[CH:23][CH:22]=3)[CH2:17]2)[CH:12]=[C:13]([Cl:15])[CH:14]=1

참가 물질

6

반응물 3

HCID 8471TriethylamineHCID 9773Ethanamine, 2,2,2-trifluoro-HCID 871502064-[5-(3,5-Dichlorophenyl)-5-trifluoromethyl-4,5-dihydroisoxazol-3-yl] benzoic acid chloride

생성물 1

HCID 113406964-[5-(3,5-dichlorophenyl)-5-trifluoromethyl-4,5-dihydroisoxazol-3-yl]-N-(2,2,2-trifluoroethyl)benzoic acid amide수율 73.9%

시약·촉매·용매 2

HCID 962Water용매HCID 6212Chloroform용매2회

실험 절차

In a solution of 0.29 g of 2,2,2-trifluoroethylamine and 0.37 g of triethylamine in 20 ml of chloroform, 1.81 g of the crude 4-[5-(3,5-dichlorophenyl)-5-trifluoromethyl-4,5-dihydroisoxazol-3-yl]benzoic acid chloride dissolved in 10 ml of chloroform was added dropwise with cooling with ice and with stirring. After the completion of addition dropwise, the mixture was continued to stir at room temperature further for 30 minutes. After the completion of the reaction, the reaction mixture was poured in 100 ml of water, and extracted with chloroform (20 ml×3), the organic phase was washed with water, dehydrated with saturated sodium chloride aqueous solution and dried over anhydrous sodium sulfate, and passed through a glass filter packed with silica gel, and then the solvent was distilled off under reduced pressure. The residual solid was washed with hexane to obtain 1.05 g of the aimed product as white crystal.

후처리

  1. additionwas added dropwise
  2. temperaturewith cooling with ice
  3. additionAfter the completion of addition dropwise
  4. stirringto stir at room temperature further for 30 minutes
  5. customAfter the completion of the reaction
  6. extractionextracted with chloroform (20 ml×3)
  7. washthe organic phase was washed with water
  8. dry with materialdried over anhydrous sodium sulfate
  9. filtrationfilter
  10. distillationthe solvent was distilled off under reduced pressure
  11. washThe residual solid was washed with hexane

출처 및 근거

ORD 기록
ord-c6142320efc54b05b3a1de28aa772561
출처 데이터셋
uspto-grants-2013_07
특허 번호
US08492311B2

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