Potassium Carbonate → 1-(2-[Bis(4-fluorophenyl)methoxy]ethyl)-4-[4-oxo-4-(2-thienyl)butyl]piperazine

HRID 1197512

반응식

HRID 1197512 반응식
[F:1][C:2]1[CH:7]=[CH:6][C:5]([CH:8]([C:18]2[CH:23]=[CH:22][C:21]([F:24])=[CH:20][CH:19]=2)[O:9][CH2:10][CH2:11][N:12]2[CH2:17][CH2:16][NH:15][CH2:14][CH2:13]2)=[CH:4][CH:3]=1.Cl[CH2:26][CH2:27][CH2:28][C:29]([C:31]1[S:32][CH:33]=[CH:34][CH:35]=1)=[O:30].C(=O)([O-])[O-].[K+].[K+]>CC(CC(C)C)=O>[F:1][C:2]1[CH:3]=[CH:4][C:5]([CH:8]([C:18]2[CH:19]=[CH:20][C:21]([F:24])=[CH:22][CH:23]=2)[O:9][CH2:10][CH2:11][N:12]2[CH2:17][CH2:16][N:15]([CH2:26][CH2:27][CH2:28][C:29](=[O:30])[C:31]3[S:32][CH:33]=[CH:34][CH:35]=3)[CH2:14][CH2:13]2)=[CH:6][CH:7]=1

참가 물질

5

반응물 3

HCID 11430Potassium CarbonateHCID 1235114-Chloro-1-(2-thienyl)butan-1-oneHCID 99740131-[2-[Bis(4-fluorophenyl)methoxy]ethyl]piperazine

생성물 1

HCID 100740681-(2-[Bis(4-fluorophenyl)methoxy]ethyl)-4-[4-oxo-4-(2-thienyl)butyl]piperazine

시약·촉매·용매 1

HCID 7909Methyl Isobutyl Ketone용매

실험 절차

A mixture of 1.67 g (0.005 mol) 1-(2-[bis(4-fluorophenyl)-methoxy]ethyl)piperazine, (U.S. Pat. No. 1545094), 1.89 g (0.010 mol) 3-chloropropyl-2-thienyl ketone, 1.52 g (0.011 mol) potassium carbonate and 30 ml methylisobutyl ketone was stirred and heated to reflux for 45 h. The reaction mixture was then evaporated in vacuo. The residue was redissolved in dichloromethane (1 00 ml) and washed twice with water (100 ml). The organic layer was then separated and dried with sodium sulfate. Evaporation in vacuo left a brown syrup. This was redissolved in dry ether and precipitated as the dihydrochloride with gaseous hydrogen chloride. The precipitate was collected by filtration and recrystallized from isopropanol. White crystals, m.p. 185°-88° C. (0.98 g=35%).

후처리

  1. temperatureheated
  2. temperatureto reflux for 45 h
  3. customThe reaction mixture was then evaporated in vacuo
  4. dissolutionThe residue was redissolved in dichloromethane (1 00 ml)
  5. washwashed twice with water (100 ml)
  6. customThe organic layer was then separated
  7. dry with materialdried with sodium sulfate
  8. customEvaporation in vacuo
  9. waitleft a brown syrup
  10. dissolutionThis was redissolved in dry ether
  11. customprecipitated as the dihydrochloride with gaseous hydrogen chloride
  12. filtrationThe precipitate was collected by filtration
  13. customrecrystallized from isopropanol

출처 및 근거

ORD 기록
ord-5d52bbf3b12e44bfb5300f2ecded92f4
출처 데이터셋
uspto-grants-1994_01
특허 번호
US05276035

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