Acetic Anhydride → 2-Methyl-5-nitrophenyl acetate

HRID 393626

反応式

HRID 393626 の反応式
[CH3:1][C:2]1[CH:7]=[CH:6][C:5]([N+:8]([O-:10])=[O:9])=[CH:4][C:3]=1[OH:11].[OH-].[Na+].[C:14](OC(=O)C)(=[O:16])[CH3:15]>>[C:14]([O:11][C:3]1[CH:4]=[C:5]([N+:8]([O-:10])=[O:9])[CH:6]=[CH:7][C:2]=1[CH3:1])(=[O:16])[CH3:15]

参加物

4

反応物 3

HCID 7918Acetic AnhydrideHCID 14798Sodium HydroxideHCID 935762-Methyl-5-nitrophenol

生成物 1

HCID 179342592-Methyl-5-nitrophenyl acetate収率 100%

実験手順

To a mixture of 2-methyl-5-nitrophenol (2.5 g, 16.3 mmol) and 1M aqueous sodium hydroxide (24.5 ml) at ambient temperature was added acetic anhydride (1.9 ml 120.3 mmol). The mixture was stirred for 40 minutes, the solid was removed by filtration and the filtrate was extracted with ethyl acetate. The organic layers were combined, washed with an aqueous saturated sodium chloride solution, dried (MgSO4) and the volatiles were removed by evaporation to yield 2-acetoxy-4-nitrotoluene (3.1 g, 100%). A mixture of this material (3.1 g, 15.9 mmol) and 10% palladium-on-charcoal catalyst (0.12 g) in ethyl acetate (50 ml) was stirred at ambient temperature under hydrogen for 2 hours. The catalyst was removed by filtration and the volatiles were removed by evaporation to give 3-acetoxy-4-methylaniline (2.45 g, 94%).

後処理

  1. customthe solid was removed by filtration
  2. extractionthe filtrate was extracted with ethyl acetate
  3. washwashed with an aqueous saturated sodium chloride solution
  4. dry with materialdried (MgSO4)
  5. customthe volatiles were removed by evaporation

出典と根拠

ORDレコード
ord-f7ac411c3c0e4f53bb0836d225740d08
出典データセット
uspto-grants-2004_10
特許番号
US06809097B1

関連ノート

読み込み中…