Hydrazine → beta-(p-Chlorophenyl)propionic acid

HRID 5024

반응식

HRID 5024 반응식
[Cl:1][C:2]1[CH:12]=[CH:11][C:5]([CH:6]=[CH:7][C:8]([OH:10])=[O:9])=[CH:4][CH:3]=1.NN>C(O)C>[Cl:1][C:2]1[CH:3]=[CH:4][C:5]([CH2:6][CH2:7][C:8]([OH:10])=[O:9])=[CH:11][CH:12]=1

참가 물질

4

반응물 2

HCID 9321HydrazineHCID 153712-Propenoic acid, 3-(4-chlorophenyl)-

생성물 1

HCID 123137beta-(p-Chlorophenyl)propionic acid수율 89%

시약·촉매·용매 1

HCID 702Ethanol용매

실험 절차

A mixture of 6.75 g of 4-chlorocinnamic acid and 0.3 g of CuSO4.5H2O dispersed in 50 ml of ethyl alcohol was stirred at room temperature for 10 minutes; and 23 ml of 95% hydrazine was added thereto. This reactant was stirred for 18 hours with air bubbling at the speed of 1 L/min. The reaction mixture was filtered through a Celite layer and 30 ml of 1N NaOH was added thereto. The solution was washed twice with 30 ml of dichloromethane, acidified with concentrated hydrochloric acid, extracted with 100 ml of ethyl acetate four times and dried over magnesium sulfate. The solvent was evaporated to give 6.05 g(yield 89%) of 3-(4-chlorophenyl)propanoic acid as a yellow solid.

후처리

  1. stirringThis reactant was stirred for 18 hours with air
  2. custombubbling at the speed of 1 L/min
  3. filtrationThe reaction mixture was filtered through a Celite layer and 30 ml of 1N NaOH
  4. additionwas added
  5. washThe solution was washed twice with 30 ml of dichloromethane
  6. extractionextracted with 100 ml of ethyl acetate four times
  7. dry with materialdried over magnesium sulfate
  8. customThe solvent was evaporated

출처 및 근거

ORD 기록
ord-161f70f75d474c90b1197e7470e29948
출처 데이터셋
uspto-grants-1993_09
특허 번호
US05242944

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