Acetic Acid → 3-[3-Chloro-5-(trifluoromethyl)-2-pyridyl]-1-(2-nitrophenyl)-2-propen-1-one

HRID 495394

反応式

HRID 495394 の反応式
[OH-].[Na+].[N+:3]([CH2:6][C:7]([C:9]1C=CC=[CH:11][CH:10]=1)=O)([O-:5])=[O:4].[Cl:15][C:16]1[C:17]([CH:26]=O)=[N:18][CH:19]=[C:20]([C:22]([F:25])([F:24])[F:23])[CH:21]=1.[C:28]([OH:31])(=O)[CH3:29].[CH2:32](O)C>O>[Cl:15][C:16]1[C:17]([CH:26]=[CH:32][C:28]([C:29]2[CH:11]=[CH:10][CH:9]=[CH:7][C:6]=2[N+:3]([O-:5])=[O:4])=[O:31])=[N:18][CH:19]=[C:20]([C:22]([F:23])([F:24])[F:25])[CH:21]=1

参加物

7

反応物 5

HCID 176Acetic AcidHCID 702EthanolHCID 14798Sodium HydroxideHCID 948332-Nitro-1-phenylethanoneHCID 220187903-Chloro-5-(trifluoromethyl)picolinaldehyde

生成物 1

HCID 686164013-[3-Chloro-5-(trifluoromethyl)-2-pyridyl]-1-(2-nitrophenyl)-2-propen-1-one

試薬・触媒・溶媒 1

HCID 962Water溶媒

実験手順

Sodium hydroxide (0.55 g) was dissolved in water (5 ml) and the resulting solution was diluted with ethanol (3 ml). 2-Nitroacetophenone (1.8 g) was added at 20° C., and the solution was stirred for 5 minutes. 3-Chloro-5-(trifluoromethyl)pyridine-2-carboxaldehyde (2.25 g) was added and stirring was continued for 16 hours. The solution was acidified with acetic acid, the organic layer separated, dried over magnesium sulfate, filtered and evaporated to give a brown oil. Silica gel column chromatography, followed by recrystallisation (petrol) afforded the title compound, 88-9° C.

後処理

  1. stirringstirring
  2. waitwas continued for 16 hours
  3. customthe organic layer separated
  4. dry with materialdried over magnesium sulfate
  5. filtrationfiltered
  6. customevaporated
  7. customto give a brown oil
  8. customSilica gel column chromatography, followed by recrystallisation (petrol)

出典と根拠

ORDレコード
ord-3939677ceb034ef6ba89aa773beedaf9
出典データセット
uspto-grants-2005_09
特許番号
US06939882B1

関連ノート

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