Nitric Acid → Ethyl 5-(4,5-dimethoxy-2-nitrobenzoyl)-2-(1-isopropoxycarbonyloxy-2-methylpropyl)-2H-1,2,3-triazole-4-carboxylate

HRID 1794689노트

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HRID 1794689 반응식
[N+:1]([O-:4])(O)=[O:2].[CH3:5][O:6][C:7]1[CH:8]=[C:9]([CH:33]=[CH:34][C:35]=1[O:36][CH3:37])[C:10]([C:12]1[C:13]([C:28]([O:30][CH2:31][CH3:32])=[O:29])=[N:14][N:15]([CH:17]([O:21][C:22]([O:24][CH:25]([CH3:27])[CH3:26])=[O:23])[CH:18]([CH3:20])[CH3:19])[N:16]=1)=[O:11]>>[CH3:37][O:36][C:35]1[C:7]([O:6][CH3:5])=[CH:8][C:9]([C:10]([C:12]2[C:13]([C:28]([O:30][CH2:31][CH3:32])=[O:29])=[N:14][N:15]([CH:17]([O:21][C:22]([O:24][CH:25]([CH3:26])[CH3:27])=[O:23])[CH:18]([CH3:20])[CH3:19])[N:16]=2)=[O:11])=[C:33]([N+:1]([O-:4])=[O:2])[CH:34]=1

참가 물질

3

반응물 2

HCID 944Nitric AcidHCID 22222597Ethyl 5-(3,4-dimethoxybenzoyl)-2-(1-isopropoxycarbonyloxy-2-methylpropyl)-2H-1,2,3-triazole-4-carboxylate

생성물 1

HCID 22222564Ethyl 5-(4,5-dimethoxy-2-nitrobenzoyl)-2-(1-isopropoxycarbonyloxy-2-methylpropyl)-2H-1,2,3-triazole-4-carboxylate

실험 절차

70% nitric acid (1 ml) was added to ethyl 5-(3,4-dimethoxybenzoyl)-2-(1-isopropoxycarbonyloxy-2-methylpropyl)-2H-1,2,3-triazole-4-carboxylate (86 mg, 0.19 mmol) as Intermediate 8 under ice cooling. The mixture was stirred at that temperature for 30 min. The reaction solution was poured into ice and then extracted with ethyl acetate. The organic layer was washed with a saturated aqueous sodium hydrogencarbonate solution and saturated brine solution in that order and dried over anhydrous magnesium sulfate. The solvent was evaporated to give the title compound as a single compound (49 mg, 52%). The Rf value of thin-layer chromatography on silica gel and 1H-NMR spectrum were the same as those of the title compound of Example 20 (a).

후처리

  1. additionThe reaction solution was poured into ice
  2. extractionextracted with ethyl acetate
  3. washThe organic layer was washed with a saturated aqueous sodium hydrogencarbonate solution and saturated brine solution in that order
  4. dry with materialdried over anhydrous magnesium sulfate
  5. customThe solvent was evaporated

출처 및 근거

ORD 기록
ord-82dfc7744fec4d58b41f08663939f7bc
출처 데이터셋
uspto-grants-2006_04
특허 번호
US07022860B2

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