Ammonium Chloride → 1-(3-Amino-4-Methylphenyl)Ethanone

HRID 1712891

反応式

HRID 1712891 の反応式
[CH3:1][C:2]1[CH:7]=[CH:6][C:5]([C:8](=[O:10])[CH3:9])=[CH:4][C:3]=1[N+:11]([O-])=O.[NH4+].[Cl-]>C(O)C.O.[Fe]>[NH2:11][C:3]1[CH:4]=[C:5]([C:8](=[O:10])[CH3:9])[CH:6]=[CH:7][C:2]=1[CH3:1]

参加物

6

反応物 2

HCID 25517Ammonium ChlorideHCID 792463'-Nitro-4'-methylacetophenone

生成物 1

HCID 3429141-(3-Amino-4-Methylphenyl)Ethanone収率 89.4%

試薬・触媒・溶媒 3

HCID 23925Iron触媒HCID 702Ethanol溶媒HCID 962Water溶媒

反応条件

温度
80 °C

実験手順

A mixture of 1-(4-methyl-3-nitrophenyl)ethanone (5.37 g, 30 mmol), iron powder (8.4 g, 150 mmol) and NH4Cl (1.62 g, 30 mmol) in ethanol (100 mL) and water (10 mL) was heated at 80° C. overnight. The mixture was then heated at 110° C. for 5 hours and allowed to cool to room temperature. The resulting suspension was filtered and the filter cake was washed with ethanol. The filtrate was concentrated and the residue was dissolved in ethanol and filtered. The filtrate was concentrated to give 4 g of the title compound as a yellow solid. MS(ESI(+)) m/e 149.8 (M+H)+.

後処理

  1. temperatureThe mixture was then heated at 110° C. for 5 hours
  2. temperatureto cool to room temperature
  3. filtrationThe resulting suspension was filtered
  4. washthe filter cake was washed with ethanol
  5. concentrationThe filtrate was concentrated
  6. dissolutionthe residue was dissolved in ethanol
  7. filtrationfiltered
  8. concentrationThe filtrate was concentrated

出典と根拠

ORDレコード
ord-102a050088294d7da144636186144569
出典データセット
uspto-grants-2010_09
特許番号
US07795248B2

関連ノート

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