Dimethyl Sulfoxide → 2,2'-(p-Phenylenedioxy)diethanol

HRID 1728306ノート

反応式

HRID 1728306 の反応式
[C:1]1([CH:8]=[CH:7][C:5]([OH:6])=[CH:4][CH:3]=1)O.[CH3:9]S(C)=O.[OH-:13].[K+].[CH2:15]1[O:17][CH2:16]1.[CH3:18][OH:19]>>[OH:13][CH2:9][CH2:18][O:19][C:1]1[CH:8]=[CH:7][C:5]([O:6][CH2:16][CH2:15][OH:17])=[CH:4][CH:3]=1

参加物

6

反応物 5

HCID 679Dimethyl SulfoxideHCID 785HydroquinoneHCID 887MethanolHCID 6354Ethylene OxideHCID 14797Potassium Hydroxide

生成物 1

HCID 669122,2'-(p-Phenylenedioxy)diethanol

実験手順

110.1 g (1 mol) of hydroquinone and 100 ml of dimethyl sulfoxide (DMSO) were put in a 100-ml three-neck flask and dissolved under heat at 135° to 140° C. 11.22 g (0.2 mol) of KOH were added thereto, and ethylene oxide was blown into the flask while stirring. At the point when a weight increase of about 90 g (theoretical amount: 88.1 g) was attained, the blowing was stopped and the reaction system was slightly cooled. Then, methanol was added thereto and dissolved, and the mixture was neutralized with concentrated HC1. After the solvent was removed by distillation under reduced pressure, 800 ml of ethyl acetate was added and dissolved under heat. The salt formed was removed by filtration, and the filtrate was cooled to give crystals. Thus, 27.3 g of pale gray crystals were obtained.

後処理

  1. dissolutiondissolved
  2. temperatureunder heat at 135° to 140° C
  3. temperatureAt the point when a weight increase of about 90 g (theoretical amount: 88.1 g)
  4. temperaturethe reaction system was slightly cooled
  5. dissolutiondissolved
  6. customAfter the solvent was removed by distillation under reduced pressure, 800 ml of ethyl acetate
  7. additionwas added
  8. dissolutiondissolved
  9. temperatureunder heat
  10. customThe salt formed
  11. customwas removed by filtration
  12. temperaturethe filtrate was cooled
  13. customto give crystals

出典と根拠

ORDレコード
ord-ed2b12356349460db7933fb331ddcb13
出典データセット
uspto-grants-1994_07
特許番号
US05326740

反応ノート

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