Ammonium Sulfite → 2-Amino-6-bromonaphthalene

HRID 641812

反応式

HRID 641812 の反応式
[Br:1][C:2]1[CH:3]=[C:4]2[C:9](=[CH:10][CH:11]=1)[CH:8]=[C:7](O)[CH:6]=[CH:5]2.S([O-])([O-])=O.[NH4+:17].[NH4+]>N>[Br:1][C:2]1[CH:3]=[C:4]2[C:9](=[CH:10][CH:11]=1)[CH:8]=[C:7]([NH2:17])[CH:6]=[CH:5]2

参加物

4

反応物 2

HCID 25041Ammonium SulfiteHCID 271446-Bromo-2-naphthalenol

生成物 1

HCID 3484042-Amino-6-bromonaphthalene収率 33.5%

試薬・触媒・溶媒 1

HCID 222Ammonia溶媒

反応条件

温度
190 °C

実験手順

6-Bromo-2-naphthol (2.0 g, 9 mmol), ammonium sulfite (10.4 g, 90 mmol) and 10 mL of ammonia solution were sealed in a tube. The reaction mixture was heated at 190° C. for 24 hrs and allowed to cool to room temperature, the reaction mixture was extracted with EtOAc. HCl (10%) was added to the organic layer to give a precipitate. After filtration, the solid was dissolved in 10% of Na2CO3 and extracted with EtOAc, the organic layer was dried over Na2SO4. The solvent was removed under reduced pressure to give the product as yellow solid (0.67 g, 33%). MS [M++43]=265, LC-MS: tR=2.14 min.

後処理

  1. temperatureto cool to room temperature
  2. extractionthe reaction mixture was extracted with EtOAc
  3. additionHCl (10%) was added to the organic layer
  4. customto give a precipitate
  5. filtrationAfter filtration
  6. dissolutionthe solid was dissolved in 10% of Na2CO3
  7. extractionextracted with EtOAc
  8. dry with materialthe organic layer was dried over Na2SO4
  9. customThe solvent was removed under reduced pressure

出典と根拠

ORDレコード
ord-741906717e49449988e584edb2308dd6
出典データセット
uspto-grants-2010_04
特許番号
US07696227B2

関連ノート

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