Acetic Acid → Ethyl isopropyl 1,4-dihydro-4-(2'-ethoxy-6'-pentadecylphenyl)-2,6-dimethyl-3,5-pyridine dicarboxylate

HRID 23779

반응식

HRID 23779 반응식
[CH2:1]([O:3][C:4]1[CH:11]=[CH:10][CH:9]=[C:8]([CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][CH2:19][CH2:20][CH2:21][CH2:22][CH2:23][CH2:24][CH2:25][CH3:26])[C:5]=1[CH:6]=O)[CH3:2].[C:27]([O:33][CH:34]([CH3:36])[CH3:35])(=[O:32])[CH2:28][C:29]([CH3:31])=O.C(O)(=O)C.N1CCCCC1.[CH3:47][CH2:48][O:49][C:50](/[CH:52]=[C:53](\[NH2:55])/[CH3:54])=[O:51]>C(O)CCC>[CH2:1]([O:3][C:4]1[CH:11]=[CH:10][CH:9]=[C:8]([CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][CH2:19][CH2:20][CH2:21][CH2:22][CH2:23][CH2:24][CH2:25][CH3:26])[C:5]=1[CH:6]1[C:28]([C:27]([O:33][CH:34]([CH3:36])[CH3:35])=[O:32])=[C:29]([CH3:31])[NH:55][C:53]([CH3:54])=[C:52]1[C:50]([O:49][CH2:48][CH3:47])=[O:51])[CH3:2]

참가 물질

7

반응물 5

HCID 176Acetic AcidHCID 8082PiperidineHCID 68329Isopropyl acetoacetateHCID 6437562-Butenoic acid, 3-amino-, ethyl ester, (2Z)-HCID 225745702-Ethoxy-6-pentadecyl benzaldehyde

생성물 1

HCID 10282132Ethyl isopropyl 1,4-dihydro-4-(2'-ethoxy-6'-pentadecylphenyl)-2,6-dimethyl-3,5-pyridine dicarboxylate

시약·촉매·용매 1

HCID 2631-Butanol용매

실험 절차

2-Ethoxy-6-pentadecyl benzaldehyde (3 g, 8.3 mmol) and isopropyl acetoacetate (1.19 g, 8.3 mmol) were dissolved in n-butanol (20 mL). Acetic acid (0.5 g, 8.3 mmol) and piperidine (0.7 g, 8.3 mmol) were added and stirred at room temperature for 3-4 hrs. Ethyl-3-amino crotonate (1.08 g, 8.3 mmol) was then added and refluxed for 10 hrs. n-Butanol was evaporated and reaction mixture was washed with distilled water and extracted with dichloromethane (10 mL). Organic layer was dried over sodium sulfate, evaporated and compound was purified by column chromatography using silica gel (100-200 mesh) with hexane:EtOAc (94:6) solvent system to give ethyl isopropyl 1,4-dihydro-4-(2′-ethoxy-6′-pentadecylphenyl)-2,6-dimethyl-3,5-pyridine dicarboxylate as viscous liquid.

후처리

  1. temperaturerefluxed for 10 hrs
  2. customn-Butanol was evaporated
  3. customreaction mixture
  4. washwas washed with distilled water
  5. extractionextracted with dichloromethane (10 mL)
  6. dry with materialOrganic layer was dried over sodium sulfate
  7. customevaporated
  8. customcompound was purified by column chromatography

출처 및 근거

ORD 기록
ord-6630abb59f404e91bb61c204b64c827e
출처 데이터셋
uspto-grants-2005_02
특허 번호
US06852742B2

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