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

HRID 564293노트

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HRID 564293 반응식
[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

참가 물질

5

반응물 3

HCID 887MethanolHCID 14798Sodium HydroxideHCID 67005320HCID 67005320, 화합물

생성물 1

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

시약·촉매·용매 1

HCID 8857Ethyl Acetate용매

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온도
70 °C

실험 절차

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%).

후처리

  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)

출처 및 근거

ORD 기록
ord-2057dda266644fa591e9a67f254dd933
출처 데이터셋
uspto-grants-2011_11
특허 번호
US08067638B2

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