Sulfuric Acid → Methyl 3-amino-2,4,6-trimethylphenylacetate

HRID 2229903노트

반응식

HRID 2229903 반응식
[C:1]([CH2:3][C:4]1[C:5]([CH3:13])=[C:6]([C:8]([CH3:12])=[CH:9][C:10]=1[CH3:11])[NH2:7])#N.S(=O)(=O)(O)[OH:15].[C:19](=O)([O-])[O-:20].[Na+].[Na+]>CO.O>[NH2:7][C:6]1[C:5]([CH3:13])=[C:4]([CH2:3][C:1]([O:20][CH3:19])=[O:15])[C:10]([CH3:11])=[CH:9][C:8]=1[CH3:12]

참가 물질

6

반응물 3

HCID 1118Sulfuric AcidHCID 10340Sodium CarbonateHCID 108449753-Cyanomethyl-2,4,6-trimethylaniline

생성물 1

HCID 10560264Methyl 3-amino-2,4,6-trimethylphenylacetate수율 88%

시약·촉매·용매 2

HCID 887Methanol용매2회HCID 962Water용매

실험 절차

To a solution of 3-cyanomethyl-2,4,6-trimethylaniline (see Example 14, procedure C) (5 g, 28.7 mmol) in methanol (30 mL) was added concentrated sulfuric acid (30 mL) with cooling. The resulting mixture was heated under reflux for 8 h before it was allowed to cool to rt and diluted with water (100 mL). The mixture was stripped off methanol and the residue was basified with sodium carbonate and then extracted with ethyl acetate. The organic layer was worked up and concentrated as usual to give the desired compound as an oil (5.2 g, 88%).

후처리

  1. temperaturewith cooling
  2. temperatureThe resulting mixture was heated
  3. temperatureunder reflux for 8 h before it
  4. extractionextracted with ethyl acetate
  5. concentrationconcentrated as usual

출처 및 근거

ORD 기록
ord-b47951e02e7e46fc8bafa2f30a51b8a4
출처 데이터셋
uspto-grants-2002_07
특허 번호
US06420567B1

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