Benzyl Bromide → N-Benzyl-N-(2,2,2-trifluoroethyl)-3-[4-(3,3-diphenyl-1-propyl)piperazin-1-yl]benzamide

HRID 1836810노트

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HRID 1836810 반응식
[C:1]1([CH:7]([C:30]2[CH:35]=[CH:34][CH:33]=[CH:32][CH:31]=2)[CH2:8][CH2:9][N:10]2[CH2:15][CH2:14][N:13]([C:16]3[CH:17]=[C:18]([CH:27]=[CH:28][CH:29]=3)[C:19]([NH:21][CH2:22][C:23]([F:26])([F:25])[F:24])=[O:20])[CH2:12][CH2:11]2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[OH-].[Na+].C(=O)([O-])[O-].[K+].[K+].[CH2:44](Br)[C:45]1[CH:50]=[CH:49][CH:48]=[CH:47][CH:46]=1>C1(C)C=CC=CC=1.S([O-])(O)(=O)=O.C([N+](CCCC)(CCCC)CCCC)CCC.O>[CH2:44]([N:21]([CH2:22][C:23]([F:25])([F:26])[F:24])[C:19](=[O:20])[C:18]1[CH:27]=[CH:28][CH:29]=[C:16]([N:13]2[CH2:12][CH2:11][N:10]([CH2:9][CH2:8][CH:7]([C:1]3[CH:2]=[CH:3][CH:4]=[CH:5][CH:6]=3)[C:30]3[CH:35]=[CH:34][CH:33]=[CH:32][CH:31]=3)[CH2:15][CH2:14]2)[CH:17]=1)[C:45]1[CH:50]=[CH:49][CH:48]=[CH:47][CH:46]=1

참가 물질

8

반응물 4

HCID 7498Benzyl BromideHCID 11430Potassium CarbonateHCID 14798Sodium HydroxideHCID 221806393-[4-(3,3-diphenyl-1-propyl)piperazin-1-yl]-N-(2,2,2-trifluoroethyl)benzamide

생성물 1

HCID 22180495N-Benzyl-N-(2,2,2-trifluoroethyl)-3-[4-(3,3-diphenyl-1-propyl)piperazin-1-yl]benzamide수율 35.1%

시약·촉매·용매 3

HCID 94433Tetrabutylammonium hydrogen sulfate촉매HCID 962Water용매HCID 1140Toluene용매

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온도
60 °C

실험 절차

The compound (0.048 g) prepared in step (a) was dissolved in toluene (5 ml), and sodium hydroxide (0.014 g), potassium carbonate (0.028 g), tetrabutylammoniumhydrogen sulfate (0.003 g), and benzyl bromide (0.019 g) were added to the solution. The mixture was stirred at 60° C. for 3 hr. Water was added to the reaction solution, and the mixture was extracted with ethyl acetate, followed by washing with saturated brine. The organic layer was dried over anhydrous magnesium sulfate, and the solvent was then removed by distillation under the reduced pressure. The residue was purified by preparative TLC (hexane:ethyl acetate=1:2) to give 0.020 g (21.0%) of the title compound.

후처리

  1. extractionthe mixture was extracted with ethyl acetate
  2. washby washing with saturated brine
  3. dry with materialThe organic layer was dried over anhydrous magnesium sulfate
  4. customthe solvent was then removed by distillation under the reduced pressure
  5. customThe residue was purified by preparative TLC (hexane:ethyl acetate=1:2)

출처 및 근거

ORD 기록
ord-74874ca825b94c4bb678015347a54a5f
출처 데이터셋
uspto-grants-2004_08
특허 번호
US06777414B1

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