Benzil → 3-(4,5-diphenyl-1H-imidazol-2-yl)propionic acid methyl ester

HRID 220261

反応式

HRID 220261 の反応式
[C:1]1([C:7]([C:9]([C:11]2[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=2)=O)=O)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[CH3:17][O:18][CH:19]([O:26]C)[CH2:20][CH2:21][C:22](OC)=O.C([O-])(=O)C.[NH4+:32].[OH-].[NH4+:34]>C(O)(=O)C.O>[CH3:17][O:18][C:19](=[O:26])[CH2:20][CH2:21][C:22]1[NH:32][C:9]([C:11]2[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=2)=[C:7]([C:1]2[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=2)[N:34]=1

参加物

7

反応物 4

HCID 8651BenzilHCID 14923Ammonium HydroxideHCID 350846Methyl 4,4-dimethoxybutanoateHCID 517165Ammonium Acetate

生成物 1

HCID 684138073-(4,5-diphenyl-1H-imidazol-2-yl)propionic acid methyl ester

試薬・触媒・溶媒 2

HCID 176Acetic Acid溶媒HCID 962Water溶媒

実験手順

A solution of 1 g of benzil, 1.01 g of methyl 4,4-dimethoxybutyrate and 2.87 g of ammonium acetate in 23 mL of acetic acid was refluxed for 5 h. The mixture was poured into water, basified with a 25% aq. ammonium hydroxide solution and extracted with DCM. The organic phase was dried over anh. Na2SO4 and concentrated in vacuo. The resulting crude material was purified by CC using heptane/EtOAc from 85/15 to 0/100 as eluant to yield 633 mg of 3-(4,5-diphenyl-1H-imidazol-2-yl)-propionic acid methyl ester as a yellowish solid.

後処理

  1. extractionextracted with DCM
  2. dry with materialThe organic phase was dried over anh. Na2SO4
  3. concentrationconcentrated in vacuo
  4. customThe resulting crude material was purified by CC

出典と根拠

ORDレコード
ord-892bcec21f6c40609c2057332dd0077b
出典データセット
uspto-grants-2012_06
特許番号
US08202885B2

関連ノート

読み込み中…