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Potassium Carbonate → 2-(1-(4-[4-(benzyloxy)phenyl]butyl}-1H-imidazol-2-yl)-1-ethanol

HRID 1610943
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HRID 1610943 반응식
I[CH2:2][CH2:3][CH2:4][CH2:5][C:6]1[CH:11]=[CH:10][C:9]([O:12][CH2:13][C:14]2[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=2)=[CH:8][CH:7]=1.[OH:20][CH2:21][CH2:22][C:23]1[NH:24][CH:25]=[CH:26][N:27]=1.C(=O)([O-])[O-].[K+].[K+]>CN(C=O)C>[CH2:13]([O:12][C:9]1[CH:10]=[CH:11][C:6]([CH2:5][CH2:4][CH2:3][CH2:2][N:24]2[CH:25]=[CH:26][N:27]=[C:23]2[CH2:22][CH2:21][OH:20])=[CH:7][CH:8]=1)[C:14]1[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=1
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

5

반응물 3

HCID 11430Potassium CarbonateHCID 150160802-(1H-imidazol-2-yl)ethan-1-olHCID 22259342Benzyl 4-(4-iodobutyl)phenyl ether

생성물 1

HCID 222593132-(1-(4-[4-(benzyloxy)phenyl]butyl}-1H-imidazol-2-yl)-1-ethanol수율 80.4%

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

실험 절차

Benzyl 4-(4-iodobutyl)phenyl ether (14.29 g), 2-(2-hydroxyethyl)imidazole (13.1 g) and potassium carbonate (5.39 g) were stirred in DMF (390 ml) at 60° C. for 16 hours. After cooling, the insoluble matter was filtered off; the filtrate was concentrated under reduced pressure. The residue was dissolved in ethyl acetate and washed with water and saturated brine. Under reduced pressure, the solvent was distilled off; the residue was purified by column chromatography (eluent:ethyl acetate:methanol=19:1 to 9:1). The eluate was recrystallized from ethyl acetate-methanol to give the titled compound (10.99 g) as colorless crystals.

후처리

  1. temperatureAfter cooling
  2. filtrationthe insoluble matter was filtered off
  3. concentrationthe filtrate was concentrated under reduced pressure
  4. dissolutionThe residue was dissolved in ethyl acetate
  5. washwashed with water and saturated brine
  6. distillationUnder reduced pressure, the solvent was distilled off
  7. customthe residue was purified by column chromatography (eluent:ethyl acetate:methanol=19:1 to 9:1)
  8. customThe eluate was recrystallized from ethyl acetate-methanol

출처 및 근거

ORD 기록
ord-489b6c7974df4f4d8c68b435c33a61d0
출처 데이터셋
uspto-grants-2006_01
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US06984653B2

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