Acetic Acid → Diethyl 1,4-dihydro-4-(2'-ethoxy-6'-pentadecyl phenyl)-2,6-dimethyl-3,5-pyridine dicarboxylate

HRID 23778

反応式

HRID 23778 の反応式
[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][CH2:34][CH3:35])(=[O:32])[CH2:28][C:29]([CH3:31])=O.C(O)(=O)C.N1CCCCC1.[CH3:46][CH2:47][O:48][C:49](/[CH:51]=[C:52](\[NH2:54])/[CH3:53])=[O:50]>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][CH2:34][CH3:35])=[O:32])=[C:29]([CH3:31])[NH:54][C:52]([CH3:53])=[C:51]1[C:49]([O:48][CH2:47][CH3:46])=[O:50])[CH3:2]

参加物

7

反応物 5

HCID 176Acetic AcidHCID 8082PiperidineHCID 8868Ethyl AcetoacetateHCID 6437562-Butenoic acid, 3-amino-, ethyl ester, (2Z)-HCID 225745702-Ethoxy-6-pentadecyl benzaldehyde

生成物 1

HCID 9920219Diethyl 1,4-dihydro-4-(2'-ethoxy-6'-pentadecyl phenyl)-2,6-dimethyl-3,5-pyridine dicarboxylate

試薬・触媒・溶媒 1

HCID 2631-Butanol溶媒

実験手順

2-Ethoxy-6-pentadecyl benzaldehyde (3 g, 8.3 mmol) and ethyl acetoacetate (1.08 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 silicagel (100-200 mesh) with hexane:EtOAc (94:6) solvent system to give diethyl 1,4-dihydro-4-(2′-ethoxy-6′-pentadecyl phenyl)-2,6-dimethyl-3,5-pyridine dicarboxylate as white powder.

後処理

  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

出典と根拠

ORDレコード
ord-ef2854ee326a4530a5493e7dcb30211c
出典データセット
uspto-grants-2005_02
特許番号
US06852742B2

関連ノート

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