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

HRID 495394

반응식

HRID 495394 반응식
[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

참가 물질

7

반응물 5

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

생성물 1

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

시약·촉매·용매 1

HCID 962Water용매

실험 절차

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.

후처리

  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)

출처 및 근거

ORD 기록
ord-3939677ceb034ef6ba89aa773beedaf9
출처 데이터셋
uspto-grants-2005_09
특허 번호
US06939882B1

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