HCID 10593300、化合物 → 2-Amino-4,6-dibromo-3-hydroxybenzoic acid

HRID 259926ノート

反応式

HRID 259926 の反応式
[Br:1][C:2]1[CH:10]=[C:9]([Br:11])[C:5]([C:6]([OH:8])=[O:7])=[C:4]([N+:12]([O-])=O)[C:3]=1[OH:15]>CCO>[Br:1][C:2]1[C:3]([OH:15])=[C:4]([NH2:12])[C:5](=[C:9]([Br:11])[CH:10]=1)[C:6]([OH:8])=[O:7]

参加物

3

反応物 1

HCID 10593300HCID 10593300、化合物

生成物 1

HCID 99048002-Amino-4,6-dibromo-3-hydroxybenzoic acid収率 67.3%

試薬・触媒・溶媒 1

HCID 702Ethanol溶媒

実験手順

4,6-Dibromo-3-hydroxy-2-nitrobenzoic acid (4.09 g, 12 mmol) and PtS2 (160 mg, 0.62 mmol) in EtOH (150 mL) was hydrogenated at atmospheric pressure and room temperature for 45 h. Filtration and evaporation of the filtrate gave a crude product (3.69 g) which was purified by flash chromatography (SiO2, toluene-EtOAc). Treatment with activated charcoal in MeOH and crystallization from MeOH/H2O gave the title compound (2.51 g). Mp: 162°-164.5° C. 1H NMR (DMSO-d6): δ6.96 (s, 1H). 13C NMR (DMSO-d6): δ167.69, 140.56, 139.95, 121.81, 117.23, 112.53, 110.45. MS (EI, 70 ev): m/z (rel. int.) 309, 311, 313 (M+, 36, 72, 34).

後処理

  1. filtrationFiltration and evaporation of the filtrate
  2. customgave a crude product (3.69 g) which
  3. customwas purified by flash chromatography (SiO2, toluene-EtOAc)
  4. customTreatment with activated charcoal in MeOH and crystallization from MeOH/H2O

出典と根拠

ORDレコード
ord-758b5b8fc2444b339eefa4f8a616ec94
出典データセット
uspto-grants-1996_06
特許番号
US05523475

反応ノート

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