Acetic Acid → 2-(4-Nitrophenyl)butyric acid

HRID 1074440

反応式

HRID 1074440 の反応式
[C:1]1([CH:7]([CH2:11][CH3:12])[C:8]([OH:10])=[O:9])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[N+:13]([O-])([OH:15])=[O:14].C(O)(=O)C>S(=O)(=O)(O)O>[N+:13]([C:4]1[CH:5]=[CH:6][C:1]([CH:7]([CH2:11][CH3:12])[C:8]([OH:10])=[O:9])=[CH:2][CH:3]=1)([O-:15])=[O:14]

参加物

5

反応物 3

HCID 176Acetic AcidHCID 944Nitric AcidHCID 70122-Phenylbutyric Acid

生成物 1

HCID 240472-(4-Nitrophenyl)butyric acid

試薬・触媒・溶媒 1

HCID 1118Sulfuric Acid溶媒

反応条件

温度
20 °C

実験手順

A solution of 33.9 g of 2-phenylbutyric acid in 340 ml of concentrated sulfuric acid was cooled to -10° C. with stirring. To this solution was added, dropwise, a mixture of 39.4 ml of 70% nitric acid and 170 ml of acetic acid at such a rate that the temperature was maintained below 0° C. The mixture was then warmed to 20° C. over a period of 1 hour and poured into ice water. The off-white solid which formed was separated by filtration, washed with ice water and sucked as dry as possible on the filter. The resultant solid was dissolved in chloroform, a water layer was separated, and the chloroform layer was dried over magnesium sulfate. The solvent was removed under reduced pressure to give a crude solid which was recrystallized from a mixture of hot toluene/hexane to give 2-(4-nitrophenyl)butyric acid.

後処理

  1. additionTo this solution was added
  2. temperaturewas maintained below 0° C
  3. customThe off-white solid which formed
  4. customwas separated by filtration
  5. washwashed with ice water
  6. customas dry as possible on the filter
  7. dissolutionThe resultant solid was dissolved in chloroform
  8. customa water layer was separated
  9. dry with materialthe chloroform layer was dried over magnesium sulfate
  10. customThe solvent was removed under reduced pressure
  11. customto give a crude solid which
  12. customwas recrystallized from a mixture of hot toluene/hexane

出典と根拠

ORDレコード
ord-3eb341737a534e1094e366c069b689a8
出典データセット
uspto-grants-1983_07
特許番号
US04391818

関連ノート

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