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Bis(4-methoxy-3-nitrophenyl)methanone → Bis(3-amino-4-methoxyphenyl)methanone

HRID 374561
ノート
印刷プレビュー

反応式

HRID 374561 の反応式
[N+:1]([C:4]1[CH:5]=[C:6]([CH:20]=[CH:21][C:22]=1[O:23][CH3:24])[C:7]([C:9]1[CH:14]=[CH:13][C:12]([O:15][CH3:16])=[C:11]([N+:17]([O-])=O)[CH:10]=1)=[O:8])([O-])=O.[H][H]>[Pd].CN(C)C=O>[NH2:17][C:11]1[CH:10]=[C:9]([CH:14]=[CH:13][C:12]=1[O:15][CH3:16])[C:7]([C:6]1[CH:20]=[CH:21][C:22]([O:23][CH3:24])=[C:4]([NH2:1])[CH:5]=1)=[O:8]
参加物反応条件実験手順後処理出典と根拠反応ノート

参加物

5

反応物 2

HCID 350044Bis(4-methoxy-3-nitrophenyl)methanoneHCID 178418361HCID 178418361、化合物

生成物 1

HCID 755692Bis(3-amino-4-methoxyphenyl)methanone収率 39.2%

試薬・触媒・溶媒 2

HCID 23938Palladium触媒HCID 6228Dimethylformamide溶媒

反応条件

温度
80 °C

実験手順

To a sealed glass reaction vessel equipped with a stirrer, thermometer and reflux condenser, 84 g (0.253 mol) of the above 3,3'-dinitro-4,4'-dimethoxybenzophenone, 420 g of N,N-dimethylformamide and 2.52 g of 5% palladium/alumina catalyst (N.E. Chemcat Co.) were charged and reacted in a hydrogen atmosphere at 45°~55° C. for 3 hours. After finishing the reaction, the catalyst was filtered. The filtrate was heated to 80° C. and then 1275 g of water was added and cooled to temperature to crystallize the desired product. The precipitated crystals were filtered and recrystallized from isopropylalcohol (IPA) to obtain 27 g (39% yield) of 3,3'-diamino-4,4'-dimethoxybenzophenone as light yellow crystals.

後処理

  1. customTo a sealed glass reaction vessel
  2. customequipped with a stirrer
  3. temperaturethermometer and reflux condenser
  4. customthe reaction
  5. filtrationthe catalyst was filtered
  6. addition1275 g of water was added
  7. temperaturecooled to temperature
  8. customto crystallize the desired product
  9. filtrationThe precipitated crystals were filtered
  10. customrecrystallized from isopropylalcohol (IPA)

出典と根拠

ORDレコード
ord-0d01ab501f0a45749e36d16c1b777b6e
出典データセット
uspto-grants-1996_01
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US05480965

反応ノート

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