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

HRID 987835ノート

反応式

HRID 987835 の反応式
[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]

参加物

6

反応物 3

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

生成物 1

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

試薬・触媒・溶媒 2

HCID 887Methanol溶媒2 回HCID 962Water溶媒

実験手順

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%).

後処理

  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

出典と根拠

ORDレコード
ord-5e5edf206ecf4f04b213bf54029f07c5
出典データセット
uspto-grants-2003_10
特許番号
US06632829B2

反応ノート

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