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Salsalate → Acetylsalicylsalicylic acid

HRID 705406
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인쇄 미리보기

반응식

HRID 705406 반응식
[CH:1]1[CH:2]=[CH:3][C:4]([OH:19])=[C:5]([C:7]([O:9][C:10]2[CH:11]=[CH:12][CH:13]=[CH:14][C:15]=2[C:16]([OH:18])=[O:17])=[O:8])[CH:6]=1.[C:20](OC(=O)C)(=[O:22])[CH3:21]>OS(O)(=O)=O>[C:20]([O:19][C:4]1[CH:3]=[CH:2][CH:1]=[CH:6][C:5]=1[C:7]([O:9][C:10]1[CH:11]=[CH:12][CH:13]=[CH:14][C:15]=1[C:16]([OH:18])=[O:17])=[O:8])(=[O:22])[CH3:21]
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

4

반응물 2

HCID 5161SalsalateHCID 7918Acetic Anhydride

생성물 1

HCID 10745Acetylsalicylsalicylic acid

시약·촉매·용매 1

HCID 1118Sulfuric Acid촉매

실험 절차

To a solution of salsalicylic acid (salsalate) (5.0 g, 19.37 mmol) in acetic anhydride (15.0 mL, 147.0 mmol) was added 3 drops of conc. H2SO4 and the mixture was stirred at RT for 16-20 h. The mixture was diluted with ice cold water (50 mL) and precipitated solid was filtered, washed with water (2×10 mL), hexanes (20 mL) and dried to afford 2-{[2-(acetyloxy)benzoyl]oxy}benzoic acid, 11 (5.5 g, mmol) as white solid. Rf: 0.3 (50% EtOAc/hexanes).

후처리

  1. custom
precipitated solid
  • filtrationwas filtered
  • washwashed with water (2×10 mL), hexanes (20 mL)
  • customdried
  • 출처 및 근거

    ORD 기록
    ord-95109dfab47d400b83e6c9bc6ba01d48
    출처 데이터셋
    uspto-grants-2015_11
    DOI
    10.6084/m9.figshare.5104873.v1
    특허 번호
    US09174931B2

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