Ethanol → Ethyl 4-(phenylmethoxy)benzoate

HRID 866371ノート

反応式

HRID 866371 の反応式
[H-].[Na+].[OH:3][C:4]1[CH:14]=[CH:13][C:7]([C:8]([O:10][CH2:11][CH3:12])=[O:9])=[CH:6][CH:5]=1.[CH2:15](Cl)[C:16]1[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=1.C(O)C>CN(C)C=O.O>[CH2:11]([O:10][C:8]([C:7]1[CH:6]=[CH:5][C:4]([O:3][CH2:15][C:16]2[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=2)=[CH:14][CH:13]=1)=[O:9])[CH3:12]

参加物

7

反応物 4

HCID 702EthanolHCID 7503Benzyl ChlorideHCID 8434EthylparabenHCID 24758Sodium hydride

生成物 1

HCID 191414Ethyl 4-(phenylmethoxy)benzoate

試薬・触媒・溶媒 2

HCID 962Water溶媒HCID 6228Dimethylformamide溶媒

実験手順

Sodium hydride (4.8g. of 50% suspension in oil) was added to a solution of ethyl p-hydroxybenzoate (166g.) in dimethylformamide (1 l). Benzyl chloride (126 g.) was added dropwise to the solution and the mixture heated on a steam bath for 2 hours. The solution was allowed to cool and ethanol (100 mls.) was added and the mixture poured into water (3 l) and then extracted with chloroform. The organic layer was dried (anhydrous MgSO4), filtered and the solvent removed under high vacuum. The resulting crude product was recrystallized from ethanol to yield pure 4-ethoxycarbonylphenoxyphenyl methane (154.2g.), b.pt. 172-3 at 10mm Hg.

後処理

  1. temperaturethe mixture heated on a steam bath for 2 hours
  2. temperatureto cool
  3. extractionextracted with chloroform
  4. dry with materialThe organic layer was dried (anhydrous MgSO4)
  5. filtrationfiltered
  6. customthe solvent removed under high vacuum
  7. customThe resulting crude product was recrystallized from ethanol

出典と根拠

ORDレコード
ord-728d540e986f46c289eb5323226bdb50
出典データセット
uspto-grants-1978_07
特許番号
US04098816

反応ノート

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