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Benzenepropanoic acid → 3-(4-Nitrophenyl)propanoic acid

HRID 66922
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HRID 66922 반응식
[C:1]([OH:11])(=[O:10])[CH2:2][CH2:3][C:4]1[CH:9]=[CH:8][CH:7]=[CH:6][CH:5]=1.[N+:12]([O-])([OH:14])=[O:13].S(=O)(=O)(O)O>>[N+:12]([C:7]1[CH:6]=[CH:5][C:4]([CH2:3][CH2:2][C:1]([OH:11])=[O:10])=[CH:9][CH:8]=1)([O-:14])=[O:13]
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

4

반응물 3

HCID 107Benzenepropanoic acidHCID 944Nitric AcidHCID 1118Sulfuric Acid

생성물 1

HCID 855263-(4-Nitrophenyl)propanoic acid

실험 절차

In a 2-liter, 3-necked, round-bottomed flask equipped with mechanical stirrer, thermometer, and addition funnel was placed 361 g (2.41 mol) of hydrocinnamic acid which was warmed to 50° to maintain it in a liquid state. To the warm liquid was added slowly dropwise over a 4 hour period with good stirring a mixture of 241 g of nitric acid and 546 g of sulfuric acid. The reaction is very exothermic so that a water cooling bath was required to which ice was added occasionally to keep the temperature at 50° C. The very thick reaction mixture was stirred for an additional 2 hours and poured onto 3 liters of ice. The solid was collected by filtration and washed repeatedly with a total of 6 liters of water. After air drying, the entire sample was recrystallized from 800 ml of acetone, giving a first crop of 150.4 g mp. 162°-164° C.

후처리

  1. customIn a 2-liter, 3-necked, round-bottomed flask equipped with mechanical stirrer
  2. additionthermometer, and addition funnel
  3. temperaturewas warmed to 50°
  4. temperatureto maintain it in a liquid state
  5. additionTo the warm liquid was added slowly dropwise over a 4 hour period
  6. customThe reaction is very exothermic so that a water cooling bath
  7. additionwas added occasionally
  8. customat 50° C
  9. stirringThe very thick reaction mixture was stirred for an additional 2 hours
  10. filtrationThe solid was collected by filtration
  11. washwashed repeatedly with a total of 6 liters of water
  12. customAfter air drying
  13. customthe entire sample was recrystallized from 800 ml of acetone
  14. customgiving a first crop of 150.4 g mp. 162°-164° C.

출처 및 근거

ORD 기록
ord-badfa30f59d148bfacee3610ffb2d8fe
출처 데이터셋
uspto-grants-1982_08
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US04343893

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