Triethylamine → Methyl 2-(2-methoxyacetamido)benzoate

HRID 1534853

反応式

HRID 1534853 の反応式
[C:1]([O:10][CH3:11])(=[O:9])[C:2]1[C:3](=[CH:5][CH:6]=[CH:7][CH:8]=1)[NH2:4].C(N(CC)CC)C.[CH3:19][O:20][CH2:21][C:22](Cl)=[O:23].[OH-].[Na+]>C(Cl)Cl>[CH3:19][O:20][CH2:21][C:22]([NH:4][C:3]1[CH:5]=[CH:6][CH:7]=[CH:8][C:2]=1[C:1]([O:10][CH3:11])=[O:9])=[O:23]

参加物

6

反応物 4

HCID 8471TriethylamineHCID 8635Methyl AnthranilateHCID 14798Sodium HydroxideHCID 96623Methoxyacetyl chloride

生成物 1

HCID 836497Methyl 2-(2-methoxyacetamido)benzoate収率 80.6%

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒2 回

実験手順

To a solution of 3.02 g (20 mmol) of methyl anthranilate in 30 ml of methylene chloride was added 2.22 g (22 mmol) of triethylamine. Into the mixture, a solution of 2.39 g (22 mmol) of methoxyacetyl chloride in 15 ml of methylene chloride was dropwise added under chilling with ice. The resulting mixture was then stirred for 1 hour. After adding ice, the stirred mixture was made alkaline by addition of 1 N aqueous sodium hydroxide and then extracted with chloroform. The organic portion was collected and washed sequentially with 3 N HCl, 6 N HCl, water and saturated aqueous sodium chloride. The washed chloroform portion was dried over anhydrous sodium sulfate. The solvent was removed by distillation under reduced pressure to obtain 3.6 g of the desired compound.

後処理

  1. temperatureunder chilling with ice
  2. additionAfter adding ice
  3. extractionextracted with chloroform
  4. customThe organic portion was collected
  5. washwashed sequentially with 3 N HCl, 6 N HCl, water and saturated aqueous sodium chloride
  6. dry with materialThe washed chloroform portion was dried over anhydrous sodium sulfate
  7. customThe solvent was removed by distillation under reduced pressure

出典と根拠

ORDレコード
ord-1e5a6fa89c62481fb6d6f2ff938ed14f
出典データセット
uspto-grants-1992_02
特許番号
US05091403

関連ノート

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