Water → N-methyl-N-(2-carboxybenzyl)-4-carboxymethylaniline

HRID 904183ノート

反応式

HRID 904183 の反応式
[CH3:1][N:2]([CH2:15][C:16]1[CH:21]=[CH:20][CH:19]=[CH:18][C:17]=1[C:22]([O:24]CC)=[O:23])[C:3]1[CH:8]=[CH:7][C:6]([CH2:9][C:10]([O:12]CC)=[O:11])=[CH:5][CH:4]=1.[OH-].[Na+].O>C(O)C>[CH3:1][N:2]([CH2:15][C:16]1[CH:21]=[CH:20][CH:19]=[CH:18][C:17]=1[C:22]([OH:24])=[O:23])[C:3]1[CH:4]=[CH:5][C:6]([CH2:9][C:10]([OH:12])=[O:11])=[CH:7][CH:8]=1

参加物

5

反応物 3

HCID 962WaterHCID 14798Sodium HydroxideHCID 23333616HCID 23333616、化合物

生成物 1

HCID 23333576N-methyl-N-(2-carboxybenzyl)-4-carboxymethylaniline収率 72.4%

試薬・触媒・溶媒 1

HCID 702Ethanol溶媒

実験手順

The oily ester (20 g) so obtained was added to a solution of sodium hydroxide (25 g) in a mixed liquor of water (300 ml) and ethanol (100 ml). The mixture was heated under reflux for 2 hours. After most of ethanol was distilled off, the mixture was washed with ether. The aqueous layer was acidified by addition of acetic acid to the layer cooled with ice, and then extracted with ether. The organic layer was dried over anhydrous magnesium sulfate, and the solvent was distilled off. The residue was recrystallized from methanol-benzene to obtain N-methyl-N-(2-carboxybenzyl)-4-carboxymethylaniline (12.2 g) as colorless prismatic crystals.

後処理

  1. temperatureThe mixture was heated
  2. temperatureunder reflux for 2 hours
  3. distillationAfter most of ethanol was distilled off
  4. washthe mixture was washed with ether
  5. additionThe aqueous layer was acidified by addition of acetic acid to the layer
  6. temperaturecooled with ice
  7. extractionextracted with ether
  8. dry with materialThe organic layer was dried over anhydrous magnesium sulfate
  9. distillationthe solvent was distilled off
  10. customThe residue was recrystallized from methanol-benzene

出典と根拠

ORDレコード
ord-ed863102f49a4e24a6bc024b42e40aef
出典データセット
uspto-grants-1980_10
特許番号
US04230703

反応ノート

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