Ethanol → 3-(2-Phenylphenyl)propionic acid

HRID 356829노트

반응식

HRID 356829 반응식
[C:1]1([C:7]2[CH:14]=[CH:13][CH:12]=[CH:11][C:8]=2[CH2:9]Br)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[OH-:15].[K+].[CH3:17][CH2:18][OH:19]>O.C(OCC)(=O)CC(OCC)=O.[Na]>[C:1]1([C:7]2[CH:14]=[CH:13][CH:12]=[CH:11][C:8]=2[CH2:9][CH2:17][C:18]([OH:15])=[O:19])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1

참가 물질

7

반응물 3

HCID 702EthanolHCID 14797Potassium HydroxideHCID 2633651-(Bromomethyl)-2-phenylbenzene

생성물 1

HCID 3003253-(2-Phenylphenyl)propionic acid수율 81%

시약·촉매·용매 3

HCID 7761Diethyl Malonate촉매HCID 5360545Sodium촉매HCID 962Water용매3회

반응 조건

온도
130 °C

실험 절차

93 cm3 (0.61 mmol) of diethyl malonate dissolved in 50 cm3 of H2P-free EtOH were added dropwise at room temperature to 14 g (0.61 mmol) of sodium in 400 cm3 of H2O-free EtOR. 150 g (0.61 mmol) of 2-phenylbenzyl bromide in 200 cm3 of H2O-free EtOH were subsequently added dropwise, and the mixture was refluxed for 3 hours. 102 g (1.83 mol) of KOH dissolved in 150 cm3 of H2O were added at room temperature, and the mixture was refluxed for a further 4 hours. The solvent was removed in vacuo, H2O was added to the residue until the latter dissolved completely, and the mixture was acidified to pH 1 by means of concentrated aqueous HCl. The precipitate which formed was filtered off with suction, dried and heated at 130° C. for 1 hour, giving 112 g (81%) of 8 as a viscous oil.

후처리

  1. temperaturethe mixture was refluxed for 3 hours
  2. additionwere added at room temperature
  3. temperaturethe mixture was refluxed for a further 4 hours
  4. customThe solvent was removed in vacuo, H2O
  5. additionwas added to the residue until the
  6. dissolutionlatter dissolved completely
  7. customThe precipitate which formed
  8. filtrationwas filtered off with suction
  9. customdried

출처 및 근거

ORD 기록
ord-74d23a3ba2614b5eb5f6eb3656651198
출처 데이터셋
uspto-grants-1998_11
특허 번호
US05840644

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