2-Nitrophenyl phenyl ether → Benzenamine, 2-phenoxy-

HRID 713822ノート

反応式

HRID 713822 の反応式
[CH:1]1[CH:6]=[CH:5][C:4]([O:7][C:8]2[C:13]([N+:14]([O-])=O)=[CH:12][CH:11]=[CH:10][CH:9]=2)=[CH:3][CH:2]=1.[H][H]>CO.[Pd]>[CH:1]1[CH:6]=[CH:5][C:4]([O:7][C:8]2[C:13]([NH2:14])=[CH:12][CH:11]=[CH:10][CH:9]=2)=[CH:3][CH:2]=1

参加物

5

反応物 2

HCID 166612-Nitrophenyl phenyl etherHCID 178418361HCID 178418361、化合物

生成物 1

HCID 75899Benzenamine, 2-phenoxy-収率 98.5%

試薬・触媒・溶媒 2

HCID 23938Palladium触媒HCID 887Methanol溶媒

実験手順

2-Nitrodiphenyl ether (16 g, 74 mmol) in methanol (250 ml) was shaken with palladium on charcoal (1.6 g) under an atmosphere of hydrogen at 20-50° C. for 30 min. There was a rapid uptake of hydrogen and a detectable exotherm 20-50° C. with the temperature rapidly rising before cooling. Shaking was stopped for short periods to control the temperature from rising above 50° C. The reaction was then filtered through celite and concentrated in high vacuum to give 2-aminodiphenyl ether as an oil (13.5 g, 72.9 mmole, 98%) that crystallized on standing to give a buff solid.

後処理

  1. customa detectable exotherm 20-50° C.
  2. temperaturebefore cooling
  3. waitwas stopped for short periods
  4. customfrom rising above 50° C
  5. filtrationThe reaction was then filtered through celite
  6. concentrationconcentrated in high vacuum

出典と根拠

ORDレコード
ord-718545f2486a485fa1ac23d0bfcf6919
出典データセット
uspto-grants-2015_11
特許番号
US09186424B2

反応ノート

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