Hydrochloric Acid → 4-Methyl-2-(3-nitrophenyl)-6-phenyl-3-pyridinecarboxylic acid

HRID 1762152

반응식

HRID 1762152 반응식
[CH3:1][C:2]1[CH:7]=[C:6]([C:8]2[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=2)[N:5]=[C:4]([C:14]2[CH:19]=[CH:18][CH:17]=[C:16]([N+:20]([O-:22])=[O:21])[CH:15]=2)[C:3]=1[C:23]([O:25]C)=[O:24].[OH-].[Na+].O1CCOCC1.Cl>C(O)(=O)C.C(Cl)(Cl)Cl.O.CO>[CH3:1][C:2]1[CH:7]=[C:6]([C:8]2[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=2)[N:5]=[C:4]([C:14]2[CH:19]=[CH:18][CH:17]=[C:16]([N+:20]([O-:22])=[O:21])[CH:15]=2)[C:3]=1[C:23]([OH:25])=[O:24]

참가 물질

9

반응물 4

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 312751,4-DioxaneHCID 10066322Methyl 4-methyl-2-(3-nitrophenyl)-6-phenyl-3-pyridinecarboxylate

생성물 1

HCID 103595154-Methyl-2-(3-nitrophenyl)-6-phenyl-3-pyridinecarboxylic acid수율 71.5%

시약·촉매·용매 4

HCID 176Acetic Acid용매HCID 887Methanol용매HCID 962Water용매HCID 6212Chloroform용매

실험 절차

A mixture of methyl 4-methyl-2-(3-nitrophenyl)-6-phenyl-3-pyridinecarboxylate (4.08 g), aqueous sodium hydroxide (0.94 g in 10 ml water), dioxane (20 ml) and methanol (80 ml) was refluxed for 14 hours. After allowing to cool to ambient temperature, the reaction mixture was poured into a mixture of water (150 ml) and chloroform (100 ml). The separated aqueous layer was adjusted to pH 2.9 with 10% aqueous hydrochloric acid. To this mixture was added acetic acid (15 ml) and stirred for 30 minutes under ice cooling. The resulting precipitates were collected by filtration, washed with water and dried in vacuo to give 4-methyl-2-(3-nitrophenyl)-6-phenyl-3-pyridinecarboxylic acid (2.80 g).

후처리

  1. temperaturewas refluxed for 14 hours
  2. customThe resulting precipitates
  3. filtrationwere collected by filtration
  4. washwashed with water
  5. customdried in vacuo

출처 및 근거

ORD 기록
ord-fb3fb050203343ba8c66d3b17b7f4632
출처 데이터셋
uspto-grants-1989_05
특허 번호
US04831030

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