Ammonium Chloride → 4-(2-Fluorophenoxy)aniline

HRID 409112ノート

反応式

HRID 409112 の反応式
[F:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[O:8][C:9]1[CH:14]=[CH:13][C:12]([N+:15]([O-])=O)=[CH:11][CH:10]=1.[NH4+].[Cl-]>CO.O.[Fe]>[F:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[O:8][C:9]1[CH:14]=[CH:13][C:12]([NH2:15])=[CH:11][CH:10]=1

参加物

5

反応物 2

HCID 25517Ammonium ChlorideHCID 579749991-Fluoro-2-(4-nitrophenoxy)benzene

生成物 1

HCID 51260734-(2-Fluorophenoxy)aniline収率 73.4%

試薬・触媒・溶媒 2

HCID 23925Iron触媒HCID 22242641Methanol--water (1/1)溶媒

実験手順

Into a 250 mL 3-necked round-bottom flask, was placed a solution of 1-fluoro-2-(4-nitrophenoxy)benzene (5 g, 21.44 mmol, 1.00 equiv) in methanol/H2O (2/1=V/V) (100 mL), and NH4Cl (1 g, 18.70 mmol, 0.87 equiv). This was followed by the addition of Fe (7 g, 5.83 equiv), in portions at 80° C. in 20 min. The resulting solution was stirred for 1 h at reflux in an oil bath. The reaction mixture was cooled in a water bath. The solids were filtered out and the filtrate was concentrated under vacuum. The resulting solution was extracted with ethyl acetate and the organic layers combined and dried over anhydrous sodium sulfate and concentrated under vacuum to give 3.2 g (73%) of 4-(2-fluorophenoxy)aniline as a light yellow solid.

後処理

  1. customInto a 250 mL 3-necked round-bottom flask, was placed
  2. temperatureat reflux in an oil bath
  3. temperatureThe reaction mixture was cooled in a water bath
  4. filtrationThe solids were filtered out
  5. concentrationthe filtrate was concentrated under vacuum
  6. extractionThe resulting solution was extracted with ethyl acetate
  7. dry with materialdried over anhydrous sodium sulfate
  8. concentrationconcentrated under vacuum

出典と根拠

ORDレコード
ord-913309bd72464eccb38df1873d14082b
出典データセット
uspto-grants-2014_06
特許番号
US08759358B1

反応ノート

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