Nitric Acid → 4-(4-Nitrophenyl)pyridine

HRID 1160051

반응식

HRID 1160051 반응식
S(=O)(=O)(O)O.[N+:6]([O-:9])(O)=[O:7].[C:10]1([C:16]2[CH:21]=[CH:20][N:19]=[CH:18][CH:17]=2)[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=1.[OH-].[Na+]>Cl>[N+:6]([C:13]1[CH:12]=[CH:11][C:10]([C:16]2[CH:17]=[CH:18][N:19]=[CH:20][CH:21]=2)=[CH:15][CH:14]=1)([O-:9])=[O:7]

참가 물질

6

반응물 4

HCID 944Nitric AcidHCID 1118Sulfuric AcidHCID 136514-PhenylpyridineHCID 14798Sodium Hydroxide2회

생성물 1

HCID 2592194-(4-Nitrophenyl)pyridine수율 37.9%

시약·촉매·용매 1

HCID 313Hydrochloric Acid용매

실험 절차

In a 300-ml four-necked flask were placed 206.2 g (2.10 moles) of concentrated sulfuric acid and 19.6 g (0.19 mole) of 60% nitric acid. The mixture was stirred on an ice bath and 25.7 g (0.17 mole) of 4-phenylpyridine was added at 0° C. After the addition, the stirring was continued at 0° C. for three hours. The reaction mixture thus prepared was added in drops to 1250.0 g of ice placed in a 2000-ml four-necked flask. The mixture was stirred on an ice bath and 600.6 g (4.43 moles) of a 29.5% aqueous solution of sodium hydroxide was added in drops. Thereafter, a solid was recovered by filtration at 0° C. The solid was washed with water and recrystallized twice from 200 ml of 5M hydrochloric acid. To the solid thus obtained was added 200 ml of 5M hydrochloric acid in drops. The solid was dissolved by heating and 201.4 g (1.49 moles) of a 29.5% aqueous solution of sodium hydroxide was added in drops. The mixture was cooled to room temperature and a separated solid was recovered by filtration. The solid was washed with water and dried under reduced pressure to give 12.9 g of 4-(4-nitrophenyl)pyridine.

후처리

  1. customIn a 300-ml four-necked flask were placed
  2. additionAfter the addition
  3. customThe reaction mixture thus prepared
  4. customplaced in a 2000-ml four-necked flask
  5. stirringThe mixture was stirred on an ice bath
  6. filtrationThereafter, a solid was recovered by filtration at 0° C
  7. washThe solid was washed with water
  8. customrecrystallized twice from 200 ml of 5M hydrochloric acid
  9. customTo the solid thus obtained
  10. dissolutionThe solid was dissolved
  11. temperatureby heating
  12. filtrationa separated solid was recovered by filtration
  13. washThe solid was washed with water
  14. customdried under reduced pressure

출처 및 근거

ORD 기록
ord-a3bc4d671b7c4713a0e5661c2c67cae0
출처 데이터셋
uspto-grants-2010_10
특허 번호
US07816020B2

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