Ethanol → 2-[2-(2-formylphenoxy)ethoxy]benzaldehyde

HRID 1681563ノート

反応式

HRID 1681563 の反応式
[CH:1](=[O:9])[C:2]1[C:3](=[CH:5][CH:6]=[CH:7][CH:8]=1)[OH:4].[OH-:10].[Na+].Br[CH2:13][CH2:14]Br.[CH2:16]([OH:18])[CH3:17]>O>[CH:1]([C:2]1[CH:8]=[CH:7][CH:6]=[CH:5][C:3]=1[O:4][CH2:17][CH2:16][O:18][C:5]1[CH:3]=[CH:2][CH:8]=[CH:7][C:13]=1[CH:14]=[O:10])=[O:9]

参加物

6

反応物 4

HCID 702Ethanol2 回HCID 6998SalicylaldehydeHCID 78391,2-DibromoethaneHCID 14798Sodium Hydroxide

生成物 1

HCID 2242142-[2-(2-formylphenoxy)ethoxy]benzaldehyde

試薬・触媒・溶媒 1

HCID 962Water溶媒

実験手順

Salicylaldehyde (97.6 g) was dissolved in 80 cm3 of ethanol. An aqueous solution of sodium hydroxide (32 g) in 1 dm3 of water was added to give a yellow solution. 1,2-dibromoethane (73.6 g) was then added followed by sufficient ethanol to give an homogeneous solution. The mixture was stirred under nitrogen and heated to reflux temperature and maintained at reflux temperature under nitrogen for 44 hours. The mixture was allowed to cool and a solid precipitated. The solid was filtered off and dried. The solid was mixed with hexane at a temperature of about 65° C., sufficient chloroform was added to dissolve the solid and the mixture was allowed to cool and a solid crystallised. The solid had a melting point of 128°-130° C., corresponding closely to the reported melting point of 129° C. for 1,4-bis(2-formylphenyl)-1,4-dioxabutane.

後処理

  1. customto give a yellow solution
  2. customto give an homogeneous solution
  3. temperatureheated
  4. temperatureto reflux temperature
  5. temperaturemaintained
  6. temperatureat reflux temperature under nitrogen for 44 hours
  7. temperatureto cool
  8. customa solid precipitated
  9. filtrationThe solid was filtered off
  10. customdried
  11. additionThe solid was mixed with hexane at a temperature of about 65° C., sufficient chloroform
  12. additionwas added
  13. dissolutionto dissolve the solid
  14. temperatureto cool
  15. customa solid crystallised

出典と根拠

ORDレコード
ord-e364b917e03e4fb9b824fbd6ed6a7b11
出典データセット
uspto-grants-1992_12
特許番号
US05173210

反応ノート

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