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Imidazole → 1-(4-Bromo-phenyl)-3-imidazol-1-yl-propan-1-ol

HRID 924740
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HRID 924740 반응식
[Br:1][C:2]1[CH:7]=[CH:6][C:5]([CH:8]([OH:12])[CH2:9][CH2:10]Cl)=[CH:4][CH:3]=1.[NH:13]1[CH:17]=[CH:16][N:15]=[CH:14]1>CN(C)C=O>[Br:1][C:2]1[CH:7]=[CH:6][C:5]([CH:8]([OH:12])[CH2:9][CH2:10][N:13]2[CH:17]=[CH:16][N:15]=[CH:14]2)=[CH:4][CH:3]=1
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참가 물질

4

반응물 2

HCID 795ImidazoleHCID 108006384-Bromo-alpha-(2-chloroethyl)benzenemethanol

생성물 1

HCID 214153621-(4-Bromo-phenyl)-3-imidazol-1-yl-propan-1-ol수율 44%

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

실험 절차

A solution of 1-(4-Bromo-phenyl)-3-chloro-propan-1-ol* (1.5 g, 6.01 mmol) and imidazole (1.23 g, 18.03 mmol) in dimethylformamide (18 ml) was heated at 100° C. for 18 hrs then partitioned between water and ethyl acetate. The organic extracts were combined, dried (MgSO4), filtered, concentrated and purified by column chromatography (SiO2), eluting with methanol:dichloromethane (2:98) to methanol:dichloromethane (6:94) to afford the title compound (0.75 g, 44% yield). LC/MS: (PS-B3) Rt 2.48 [M+H]+ 281.14, 283.11. *This starting material can be made by the method described in Example 43A.

후처리

  1. customthen partitioned between water and ethyl acetate
  2. dry with materialdried (MgSO4)
  3. filtrationfiltered
  4. concentrationconcentrated
  5. custompurified by column chromatography (SiO2)
  6. washeluting with methanol:dichloromethane (2:98) to methanol:dichloromethane (6:94)

출처 및 근거

ORD 기록
ord-2240170336c84eb7af44f797c34ecb8c
출처 데이터셋
uspto-grants-2016_03
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US09283226B2

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