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

HRID 543301

反応式

HRID 543301 の反応式
[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

参加物

5

反応物 2

HCID 795ImidazoleHCID 89651Ethyl 2-phenylacrylate

生成物 1

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

試薬・触媒・溶媒 2

HCID 664601,1,3,3-Tetramethylguanidine触媒HCID 8028Tetrahydrofuran溶媒

実験手順

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).

後処理

  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

出典と根拠

ORDレコード
ord-bb12279ba71441bcae3090bbaa4ea332
出典データセット
uspto-grants-1987_04
特許番号
US04661602

関連ノート

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