Ammonium Chloride → 3-(Dimethylphosphoryl)aniline

HRID 1026798

反応式

HRID 1026798 の反応式
[CH3:1][P:2]([C:5]1[CH:10]=[CH:9][CH:8]=[C:7]([N+:11]([O-])=O)[CH:6]=1)([CH3:4])=[O:3].[Cl-].[NH4+]>CO.O.[Fe]>[CH3:4][P:2]([C:5]1[CH:6]=[C:7]([CH:8]=[CH:9][CH:10]=1)[NH2:11])([CH3:1])=[O:3]

参加物

6

反応物 2

HCID 25517Ammonium ChlorideHCID 1902781-Dimethylphosphoryl-3-nitrobenzene

生成物 1

HCID 582077813-(Dimethylphosphoryl)aniline収率 100.1%

試薬・触媒・溶媒 3

HCID 23925Iron触媒HCID 887Methanol溶媒HCID 962Water溶媒

実験手順

To a solution of compound 286 (1.5 g, 7.5 mmol) in methanol (62 ml) and water (12 ml) under nitrogen at room temperature was added ammonium chloride (0.604 g, 11.3 mmol) and iron (1.68 g, 30.1 mmol). The resulting mixture was heated to reflux for 30 min then filtered through celite. The celite pad was rinsed with methanol. The filtrate and washings were combined and concentrated and the residue was purified via Biotage (linear gradient 0-20%, methanol/dichloromethane; 25M column) to afford compound 287 as a yellow solid (1.27 g, 7.51 mmol, quantitative). MS (m/z): 170.1 (M+H).

後処理

  1. temperatureThe resulting mixture was heated
  2. temperatureto reflux for 30 min
  3. filtrationthen filtered through celite
  4. washThe celite pad was rinsed with methanol
  5. concentrationconcentrated
  6. customthe residue was purified via Biotage (linear gradient 0-20%, methanol/dichloromethane; 25M column)

出典と根拠

ORDレコード
ord-b6b31f0c4aa248cca60720263415a555
出典データセット
uspto-grants-2014_05
特許番号
US08729268B2

関連ノート

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