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Nifedipine → Dehydronifedipine

HRID 1018521
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HRID 1018521 반응식
[CH3:1][O:2][C:3]([C:5]1[CH:10]([C:11]2[CH:16]=[CH:15][CH:14]=[CH:13][C:12]=2[N+:17]([O-:19])=[O:18])[C:9]([C:20]([O:22][CH3:23])=[O:21])=[C:8]([CH3:24])[NH:7][C:6]=1[CH3:25])=[O:4]>C(O)(=O)C>[CH3:23][O:22][C:20]([C:9]1[C:8]([CH3:24])=[N:7][C:6]([CH3:25])=[C:5]([C:3]([O:2][CH3:1])=[O:4])[C:10]=1[C:11]1[CH:16]=[CH:15][CH:14]=[CH:13][C:12]=1[N+:17]([O-:19])=[O:18])=[O:21]
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

3

반응물 1

HCID 4485Nifedipine

생성물 1

HCID 128753Dehydronifedipine수율 83%

시약·촉매·용매 1

HCID 176Acetic Acid용매

실험 절차

Over a boiling solution of 3 kg (8.7 mol) of 2,6-dimethyl-4-(2nitrophenyl)-1,4-dihydropyridine-3,5-dicarboxylic acid 3,5-dimethyl ester in 8,251 of acetic acid, 870 g (8.7 mol) of CrO3 were portionwise added, with stirring. When the addition was complete, the reaction mixture was refluxed with stirring for one additional hour. When the mixture reached the room temperature, it was slowly poured, with stirring, over 22.5 1 of a mixture of 25% aq. H4NOH and ice (2:1), and the product precipitated. The solid was isolated by filtration, washed with water until neutral pH, and crystallised (mp 99-101° C., MeOH) with a yield of 83%.

후처리

  1. additionWhen the addition
temperature
the reaction mixture was refluxed
  • stirringwith stirring for one additional hour
  • customthe room temperature, it
  • additionwas slowly poured
  • stirringwith stirring, over 22.5 1 of a mixture of 25% aq. H4NOH and ice (2:1)
  • customthe product precipitated
  • customThe solid was isolated by filtration
  • washwashed with water until neutral pH
  • customcrystallised (mp 99-101° C., MeOH) with a yield of 83%
  • 출처 및 근거

    ORD 기록
    ord-d1ecadecd6914e12a6c7cfe909c04d04
    출처 데이터셋
    uspto-grants-2002_11
    DOI
    10.6084/m9.figshare.5104873.v1
    특허 번호
    US06482841B1

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