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Trifluoroacetic acid → Methyl 7-phthalimido-3-methylenecepham-4-carboxylate 1-oxide

HRID 236924
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HRID 236924 반응식
[CH3:1][C:2](=[CH2:27])[CH:3]([N:8]1[C:11](=[O:12])[CH:10]([N:13]2[C:17](=[O:18])[C:16]3=[CH:19][CH:20]=[CH:21][CH:22]=[C:15]3[C:14]2=[O:23])[CH:9]1[S:24](Cl)=[O:25])[C:4]([O:6][CH3:7])=[O:5].FC(F)(F)C(O)=O>>[C:17]1(=[O:18])[N:13]([CH:10]2[C:11](=[O:12])[N:8]3[CH:3]([C:4]([O:6][CH3:7])=[O:5])[C:2](=[CH2:27])[CH2:1][S:24](=[O:25])[C@H:9]23)[C:14](=[O:23])[C:15]2=[CH:22][CH:21]=[CH:20][CH:19]=[C:16]12
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

3

반응물 2

HCID 6422Trifluoroacetic acidHCID 20394803Methyl 3-methyl-2-(2-chlorosulfinyl-4-oxo-3-phthalimido-1-azetidinyl)-3-butenoate

생성물 1

HCID 69799987Methyl 7-phthalimido-3-methylenecepham-4-carboxylate 1-oxide

실험 절차

A solution of 0.29 g. of methyl 3-methyl-2-(2-chlorosulfinyl-4-oxo-3-phthalimido-1-azetidinyl)-3-butenoate in 10 ml. of trifluoroacetic acid was refluxed for 30 minutes and then was evaporated in vacuo to dryness. The product was dissolved in 20 ml. of ethyl acetate. The resulting solution was washed successively with aqueous sodium bicarbonate (3X), water, and brine, dried (MgSO4), and evaporated in vacuo to dryness to provide methyl 7-phthalimido-3-methylenecepham-4-carboxylate 1-oxide.

후처리

  1. customwas evaporated in vacuo to dryness
  2. dissolution
The product was dissolved in 20 ml
  • washThe resulting solution was washed successively with aqueous sodium bicarbonate (3X), water, and brine
  • dry with materialdried (MgSO4)
  • customevaporated in vacuo to dryness
  • 출처 및 근거

    ORD 기록
    ord-78977b0b999041708180f64c2c6afc59
    출처 데이터셋
    uspto-grants-1979_06
    DOI
    10.6084/m9.figshare.5104873.v1
    특허 번호
    US04159266

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