Imidazole → methyl 2-(4-chlorophenyl)-2-(1H-imidazol-1-yl)-acetate

HRID 12301

反応式

HRID 12301 の反応式
[NH:1]1[CH:5]=[CH:4][N:3]=[CH:2]1.C(N(CC)CC)C.Br[CH:14]([C:19]1[CH:24]=[CH:23][C:22]([Cl:25])=[CH:21][CH:20]=1)[C:15]([O:17][CH3:18])=[O:16].O>CN(C=O)C>[Cl:25][C:22]1[CH:21]=[CH:20][C:19]([CH:14]([N:1]2[CH:5]=[CH:4][N:3]=[CH:2]2)[C:15]([O:17][CH3:18])=[O:16])=[CH:24][CH:23]=1

参加物

6

反応物 4

HCID 795ImidazoleHCID 962WaterHCID 8471TriethylamineHCID 10777987Methyl 2-bromo-2-(4-chlorophenyl)acetate

生成物 1

HCID 23092022methyl 2-(4-chlorophenyl)-2-(1H-imidazol-1-yl)-acetate収率 64%

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒2 回

実験手順

To a solution of imidazole (170 mg) and triethylamine (350 ml) in DMF (1 ml), a solution of methyl 2-bromo-2-(4-chlorophenyl)-acetate (657 mg) in DMF (3 ml) was added. After stirring for an overnight, water was added to the reaction liquid, followed by extraction with ethyl acetate, washing with saturated brine and drying over anhydrous sodium sulfate. The reaction liquid was condensed under reduced pressure and the resulting residue was purified on silica gel column chromatography (methanol/chloroform=1/10) to provide methyl 2-(4-chlorophenyl)-2-(1H-imidazol-1-yl)-acetate (400 mg) as a yellow oily substance.

後処理

  1. extractionfollowed by extraction with ethyl acetate
  2. washwashing with saturated brine
  3. dry with materialdrying over anhydrous sodium sulfate
  4. customThe reaction liquid
  5. customcondensed under reduced pressure
  6. customthe resulting residue was purified on silica gel column chromatography (methanol/chloroform=1/10)

出典と根拠

ORDレコード
ord-c5bb6ebc07cd49ad9ab13e25aeb3b07a
出典データセット
uspto-grants-2010_06
特許番号
US07727998B2

関連ノート

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