Imidazole → Ethyl 3-(imidazol-1-yl)-2-phenylpropanoate

HRID 569580

반응식

HRID 569580 반응식
[C:1]1([C:7](=[CH2:13])[C:8]([O:10][CH2:11][CH3:12])=[O:9])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[NH:14]1[CH:18]=[CH:17][N:16]=[CH:15]1>O1CCCC1.CN(C)C(=N)N(C)C>[N:14]1([CH2:13][CH:7]([C:1]2[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=2)[C:8]([O:10][CH2:11][CH3:12])=[O:9])[CH:18]=[CH:17][N:16]=[CH:15]1

참가 물질

5

반응물 2

HCID 795ImidazoleHCID 89651Ethyl 2-phenylacrylate

생성물 1

HCID 13851116Ethyl 3-(imidazol-1-yl)-2-phenylpropanoate수율 81.9%

시약·촉매·용매 2

HCID 664601,1,3,3-Tetramethylguanidine촉매HCID 8028Tetrahydrofuran용매

실험 절차

A solution of ethyl 2-phenylprop-2-enoate (160 g, 0.45 mol), imidazole (36.7 g 0.54 mol) and tetramethylguanidine (2 g, 0.017 mol) in dry tetrahydrofuran (1 L) was heated at reflux temperature for 3 hours. The solvent was removed under reduced pressure and the residue was dissolved in dilute hydrochloric acid. The resulting aqueous solution was washed with ether, basified with dilute aqueous sodium hydroxide and extracted with chloroform. The organic phase was separated, dried over anhydrous magnesium sulfate, and concentrated under reduced pressure to yield ethyl 3-(imidazol-1-yl)-2-phenylpropanoate (90 g).

후처리

  1. temperatureat reflux temperature for 3 hours
  2. customThe solvent was removed under reduced pressure
  3. dissolutionthe residue was dissolved in dilute hydrochloric acid
  4. washThe resulting aqueous solution was washed with ether
  5. extractionextracted with chloroform
  6. customThe organic phase was separated
  7. dry with materialdried over anhydrous magnesium sulfate
  8. concentrationconcentrated under reduced pressure

출처 및 근거

ORD 기록
ord-8981f31dea284a06bd2aca2b271f6a5c
출처 데이터셋
uspto-grants-1988_03
특허 번호
US04732989

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