Sodium Hydroxide → 2-{4-[(4-Chloroanilino)methyl]phenoxy}-2-methylpropanoic acid

HRID 2058089ノート

反応式

HRID 2058089 の反応式
[Cl:1][C:2]1[CH:24]=[CH:23][C:5]([NH:6][CH2:7][C:8]2[CH:22]=[CH:21][C:11]([O:12][C:13]([CH3:20])([CH3:19])[C:14]([O:16]CC)=[O:15])=[CH:10][CH:9]=2)=[CH:4][CH:3]=1.[OH-].[Na+]>C(O)C>[Cl:1][C:2]1[CH:3]=[CH:4][C:5]([NH:6][CH2:7][C:8]2[CH:9]=[CH:10][C:11]([O:12][C:13]([CH3:20])([CH3:19])[C:14]([OH:16])=[O:15])=[CH:21][CH:22]=2)=[CH:23][CH:24]=1

参加物

4

反応物 2

HCID 14798Sodium HydroxideHCID 20329838Ethyl 2-[4-(4-chloroanilinomethyl)phenoxy]-2-methylpropionate

生成物 1

HCID 203298652-{4-[(4-Chloroanilino)methyl]phenoxy}-2-methylpropanoic acid収率 99.2%

試薬・触媒・溶媒 1

HCID 702Ethanol溶媒

反応条件

温度
70 °C

実験手順

A mixture of 6.14 g of ethyl 2-[4-(4-chloroanilinomethyl)phenoxy]-2-methylpropionate, 130 ml of 95% ethanol and 52 ml of 1 N aqueous solution of sodium hydroxide is stirred at 70° C. for 50 minutes. After concentrating the reaction mixture under reduced pressure, the residue is dissolved in water and the solution is washed with ether five times. To the aqueous solution is added 55 ml of 1 N hydrochloric acid with cooling, and the precipitated crystals are extracted twice with ether. The extract is washed with water twice, then dried over magnesium sulfate and thereafter the solvent is distilled off to give 5.6 g of 2-[4-(4-chloroanilinomethyl)phenoxy]-2-methylpropionic acid, colorless crystals, mp 155° to 158° C.

後処理

  1. concentrationAfter concentrating the reaction mixture under reduced pressure
  2. dissolutionthe residue is dissolved in water
  3. washthe solution is washed with ether five times
  4. additionTo the aqueous solution is added 55 ml of 1 N hydrochloric acid
  5. temperaturewith cooling
  6. extractionthe precipitated crystals are extracted twice with ether
  7. washThe extract is washed with water twice
  8. dry with materialdried over magnesium sulfate
  9. distillationthe solvent is distilled off

出典と根拠

ORDレコード
ord-c7b06c8273cf4097b4f0f90b13bf6e59
出典データセット
uspto-grants-1980_07
特許番号
US04214094

反応ノート

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