Ethanol → 3-(2-Phenylphenyl)propionic acid

HRID 356829ノート

反応式

HRID 356829 の反応式
[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

参加物

7

反応物 3

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

生成物 1

HCID 3003253-(2-Phenylphenyl)propionic acid収率 81%

試薬・触媒・溶媒 3

HCID 7761Diethyl Malonate触媒HCID 5360545Sodium触媒HCID 962Water溶媒3 回

反応条件

温度
130 °C

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-74d23a3ba2614b5eb5f6eb3656651198
出典データセット
uspto-grants-1998_11
特許番号
US05840644

反応ノート

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