Acetyl chloride → 2-Ethanoyloxy-5-tert-butoxycarbonylaminobenzoic acid

HRID 1787881노트

반응식

HRID 1787881 반응식
[C:1]([O:5][C:6]([NH:8][C:9]1[CH:10]=[CH:11][C:12]([OH:18])=[C:13]([CH:17]=1)[C:14]([OH:16])=[O:15])=[O:7])([CH3:4])([CH3:3])[CH3:2].[C:19](Cl)(=[O:21])[CH3:20].C(=O)([O-])[O-].[K+].[K+]>CN(C=O)C>[C:19]([O:18][C:12]1[CH:11]=[CH:10][C:9]([NH:8][C:6]([O:5][C:1]([CH3:4])([CH3:2])[CH3:3])=[O:7])=[CH:17][C:13]=1[C:14]([OH:16])=[O:15])(=[O:21])[CH3:20]

참가 물질

5

반응물 3

HCID 6367Acetyl chlorideHCID 11430Potassium CarbonateHCID 103775625-(N-tert-Butoxycarbonylamino)salicylic Acid

생성물 1

HCID 223419012-Ethanoyloxy-5-tert-butoxycarbonylaminobenzoic acid수율 52.2%

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

실험 절차

To a solution of 5-tert-butoxycarbonylamino-2-hydroxybenzoic acid (1.02 g, 4.02 mmole) in DMF (20.0 ml) was added with acetyl chloride (39 mg, 4.83 mmole) and potassium carbonate (555 mg, 4.02 mmole). The reaction mixture was stirred for 4 hr at room temperature. After the reaction mixture was concentrated, the residue was dissolved in ethyl acetate. The organic layer was washed with water and brine and dried over anhydrous Na2SO4. After evaporation of the solvent, the residue was recrystallized from ethyl acetate/hexane to give 0.62 g (52% yield) of 2-ethanoyloxy-5-tert-butoxycarbonylaminobenzoic acid as a white solid.

후처리

  1. concentrationAfter the reaction mixture was concentrated
  2. dissolutionthe residue was dissolved in ethyl acetate
  3. washThe organic layer was washed with water and brine
  4. dry with materialdried over anhydrous Na2SO4
  5. customAfter evaporation of the solvent
  6. customthe residue was recrystallized from ethyl acetate/hexane

출처 및 근거

ORD 기록
ord-83e2a5dadaef4015baabb40fa38b9712
출처 데이터셋
uspto-grants-2009_03
특허 번호
US07511074B2

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