Acetic Anhydride → HCID 53790570, 화합물

HRID 1452003노트

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HRID 1452003 반응식
[C:1]1(=[O:12])[N:5]([CH2:6][CH2:7][C:8]([OH:10])=[O:9])[C:4](=[O:11])[CH:3]=[CH:2]1.C(O[C:17](=[O:19])[CH3:18])(=O)C>>[C:4]1(=[O:11])[N:5]([CH2:6][CH2:7][C:8]([O:10][C:8](=[O:9])[CH2:7][CH2:6][N:5]2[C:17](=[O:19])[CH:18]=[CH:3][C:4]2=[O:11])=[O:9])[C:1](=[O:12])[CH:2]=[CH:3]1

참가 물질

3

반응물 2

HCID 7918Acetic AnhydrideHCID 5736213-Maleimidopropionic acid

생성물 1

HCID 53790570HCID 53790570, 화합물

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온도
130 °C

실험 절차

3-Maleimidopropionic acid (226 mg) was covered with 5 mL of acetic anhydride and the mixture was heated at 130° C. for 3.75 hour, and then aged over night at room temperature. The solution was concentrated to an oil and the NMR spectrum (CDCl3) indicated a mixture of the homoanhydride and the mixed anhydride of acetic and maleimidopropionic acids. The starting acid shows the methylen adjacent to the carbonyl as a triplet centered at 2.68 ppm whereas in the anhydride these resonances appear at 2.81 ppm. Purification was effected by fractional sublimation, first at 70° C. and 0.2 mm and then at 120° C. and 0.2 mm. The latter fraction was removed from the sublimer by dissolving in CDCl3, affording 34 mg of pure homanhydride on evaporation of the solvent. This was recrystallized from CDCl3 and cyclohexane affording material melting at 143°-147° C.

후처리

  1. waitaged over night at room temperature
  2. concentrationThe solution was concentrated to an oil
  3. additiona mixture of the homoanhydride
  4. customPurification
  5. customwas effected by fractional sublimation, first at 70° C.
  6. customat 120° C.
  7. customThe latter fraction was removed from the sublimer
  8. dissolutionby dissolving in CDCl3
  9. customaffording 34 mg of pure homanhydride
  10. customon evaporation of the solvent
  11. customThis was recrystallized from CDCl3 and cyclohexane affording material melting at 143°-147° C.

출처 및 근거

ORD 기록
ord-07e5d34c618a4d9685421f3540b6f830
출처 데이터셋
uspto-grants-1997_02
특허 번호
US05606030

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