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

HRID 23781

反応式

HRID 23781 の反応式
[CH2:1]([O:3][C:4]1[C:11]([N+:12]([O-:14])=[O:13])=[CH:10][C:9]([N+:15]([O-:17])=[O:16])=[C:8]([CH2:18][CH2:19][CH2:20][CH2:21][CH2:22][CH2:23][CH2:24][CH2:25][CH2:26][CH2:27][CH2:28][CH2:29][CH2:30][CH2:31][CH3:32])[C:5]=1[CH:6]=O)[CH3:2].[C:33]([O:39][CH2:40][CH3:41])(=[O:38])[CH2:34][C:35]([CH3:37])=O.C(O)(=O)C.N1CCCCC1.[CH3:52][CH2:53][O:54][C:55](/[CH:57]=[C:58](\[NH2:60])/[CH3:59])=[O:56]>C(O)CCC>[CH2:1]([O:3][C:4]1[C:11]([N+:12]([O-:14])=[O:13])=[CH:10][C:9]([N+:15]([O-:17])=[O:16])=[C:8]([CH2:18][CH2:19][CH2:20][CH2:21][CH2:22][CH2:23][CH2:24][CH2:25][CH2:26][CH2:27][CH2:28][CH2:29][CH2:30][CH2:31][CH3:32])[C:5]=1[CH:6]1[C:34]([C:33]([O:39][CH2:40][CH3:41])=[O:38])=[C:35]([CH3:37])[NH:60][C:58]([CH3:59])=[C:57]1[C:55]([O:54][CH2:53][CH3:52])=[O:56])[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 225745722-Ethoxy-3,5-dinitro-6-pentadecyl benzaldehyde

生成物 1

HCID 10175604Diethyl 1,4-dihydro-4-(2'-ethoxy-3',5'-dinitro-6'-pentadecylphenyl)-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-3,5-dinitro-6-pentadecyl benzaldehyde (3.73 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-3′,5′-dinitro-6′-pentadecylphenyl)-2,6-dimethyl-3,5-pyridine dicarboxylate.

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-b307ba1dc277422ba293d92cbfe0b0d2
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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