Triethylamine → Methyl 2-(2-methoxyacetamido)benzoate

HRID 1534853

반응식

HRID 1534853 반응식
[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]

참가 물질

6

반응물 4

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

생성물 1

HCID 836497Methyl 2-(2-methoxyacetamido)benzoate수율 80.6%

시약·촉매·용매 1

HCID 6344Dichloromethane용매2회

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-1e5a6fa89c62481fb6d6f2ff938ed14f
출처 데이터셋
uspto-grants-1992_02
특허 번호
US05091403

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