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1-(4-Fluorobenzyl)piperazine → N-Benzyloxycarbonyl-3-[{4-(4-fluorobenzyl)-piperazin-1-yl}-beta-hydroxypropyloxy]-4-methoxybenzylamine

HRID 583106
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HRID 583106 반응식
[CH2:1]([O:8][C:9]([NH:11][CH2:12][C:13]1[CH:18]=[CH:17][C:16]([O:19][CH3:20])=[C:15]([O:21][CH2:22][CH:23]2[O:25][CH2:24]2)[CH:14]=1)=[O:10])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[F:26][C:27]1[CH:39]=[CH:38][C:30]([CH2:31][N:32]2[CH2:37][CH2:36][NH:35][CH2:34][CH2:33]2)=[CH:29][CH:28]=1>C(O)C>[CH2:1]([O:8][C:9]([NH:11][CH2:12][C:13]1[CH:18]=[CH:17][C:16]([O:19][CH3:20])=[C:15]([O:21][CH2:22][CH:23]([OH:25])[CH2:24][N:35]2[CH2:34][CH2:33][N:32]([CH2:31][C:30]3[CH:38]=[CH:39][C:27]([F:26])=[CH:28][CH:29]=3)[CH2:37][CH2:36]2)[CH:14]=1)=[O:10])[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

4

반응물 2

HCID 7965631-(4-Fluorobenzyl)piperazineHCID 19689423N-benzyloxycarbonyl-3-(2,3-epoxypropyloxy)-4-methoxybenzylamine

생성물 1

HCID 70069938N-Benzyloxycarbonyl-3-[{4-(4-fluorobenzyl)-piperazin-1-yl}-beta-hydroxypropyloxy]-4-methoxybenzylamine수율 69.2%

시약·촉매·용매 1

HCID 702Ethanol용매

실험 절차

A mixture comprising 2.4 g of N-benzyloxycarbonyl-3-(2,3-epoxypropyloxy)-4-methoxybenzylamine, 30 ml of ethanol and 1.4 g of 4-fluorobenzyl-piperazine, was refluxed under heating with stirring overnight. The mixture was cooled to room temperature, and then the reaction solution was concentrated under reduced pressure and extracted with chloroform. The organic layer was washed with an aqueous potassium carbonate solution and then dried over anhydrous sodium sulfate. Then, the solvent was distilled off under reduced pressure. The obtained residue was purified by silica gel column chromatography (ethyl acetate:methanol=19:1) to obtain 2.6 g of the above-identified compound.

후처리

  1. temperaturewas refluxed
  2. temperatureunder heating
  3. concentrationthe reaction solution was concentrated under reduced pressure
  4. extractionextracted with chloroform
  5. washThe organic layer was washed with an aqueous potassium carbonate solution
  6. dry with materialdried over anhydrous sodium sulfate
  7. distillationThen, the solvent was distilled off under reduced pressure
  8. customThe obtained residue was purified by silica gel column chromatography (ethyl acetate:methanol=19:1)

출처 및 근거

ORD 기록
ord-0947314ccd324486a49c9d07ce29c18d
출처 데이터셋
uspto-grants-1999_07
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US05929074

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