Acetic Anhydride → 2-Methyl-5-nitrophenyl acetate

HRID 393626

반응식

HRID 393626 반응식
[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]

참가 물질

4

반응물 3

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

생성물 1

HCID 179342592-Methyl-5-nitrophenyl acetate수율 100%

실험 절차

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%).

후처리

  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

출처 및 근거

ORD 기록
ord-f7ac411c3c0e4f53bb0836d225740d08
출처 데이터셋
uspto-grants-2004_10
특허 번호
US06809097B1

연결된 노트

불러오는 중…