Methanol → N-(2-Bromo-4-hydroxy-6-methylphenyl)-3-nitrobenzamide

HRID 564293ノート

反応式

HRID 564293 の反応式
[Br:1][C:2]1[CH:7]=[C:6]([O:8]C(=O)C(C)(C)C)[CH:5]=[C:4]([CH3:15])[C:3]=1[NH:16][C:17](=[O:27])[C:18]1[CH:23]=[CH:22][CH:21]=[C:20]([N+:24]([O-:26])=[O:25])[CH:19]=1.[OH-].[Na+].CO>C(OCC)(=O)C>[Br:1][C:2]1[CH:7]=[C:6]([OH:8])[CH:5]=[C:4]([CH3:15])[C:3]=1[NH:16][C:17](=[O:27])[C:18]1[CH:23]=[CH:22][CH:21]=[C:20]([N+:24]([O-:26])=[O:25])[CH:19]=1

参加物

5

反応物 3

HCID 887MethanolHCID 14798Sodium HydroxideHCID 67005320HCID 67005320、化合物

生成物 1

HCID 67005440N-(2-Bromo-4-hydroxy-6-methylphenyl)-3-nitrobenzamide

試薬・触媒・溶媒 1

HCID 8857Ethyl Acetate溶媒

反応条件

温度
70 °C

実験手順

N-(2-bromo-6-methyl-4-pivaloyloxyphenyl) 3-nitrobenzamide and an aqueous solution of sodium hydroxide were added to methanol, and the resulting mixture was stirred at 70° C. for 3 hours. The solvent was removed under a reduced pressure to obtain a residue. The resulting residue was dissolved in ethyl acetate, washed with aqueous 2N hydrochloric acid solution, and then dried over anhydrous magnesium sulfate. The solvent was removed under a reduced pressure. The resulting residue was purified by silica gel column chromatography (n-hexane:EtOAc=1:1) to obtain N-(2-bromo-6-methyl-4-hydroxyphenyl) 3-nitrobenzamide. Then, the desired title product was prepared according to the conditions as described in Example 1-3 (Yield: 97%).

後処理

  1. customThe solvent was removed under a reduced pressure
  2. customto obtain a residue
  3. washwashed with aqueous 2N hydrochloric acid solution
  4. dry with materialdried over anhydrous magnesium sulfate
  5. customThe solvent was removed under a reduced pressure
  6. customThe resulting residue was purified by silica gel column chromatography (n-hexane:EtOAc=1:1)

出典と根拠

ORDレコード
ord-2057dda266644fa591e9a67f254dd933
出典データセット
uspto-grants-2011_11
特許番号
US08067638B2

反応ノート

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