Ethylene Glycol → 2-(Thiophen-3-yloxy)-ethanol

HRID 641831

反応式

HRID 641831 の反応式
I[C:2]1[CH:6]=[CH:5][S:4][CH:3]=1.[H-].[Li+].[CH2:9]([OH:12])[CH2:10][OH:11]>[Cu].S([O-])([O-])(=O)=O.[Cu+2]>[S:4]1[CH:5]=[CH:6][C:2]([O:11][CH2:10][CH2:9][OH:12])=[CH:3]1

参加物

6

反応物 3

HCID 174Ethylene GlycolHCID 62714Lithium hydrideHCID 663323-Iodothiophene

生成物 1

HCID 220362782-(Thiophen-3-yloxy)-ethanol

試薬・触媒・溶媒 2

HCID 23978Copper触媒HCID 24462Copper Sulfate触媒

反応条件

温度
100 °C

実験手順

To a solution of 1.0 g (4.76 mmol) 3-iodothiophene in 5 ml ethylene glycol is added 109 mg (1.71 mmol) copper powder, 114 mg (0.714 mmol) copper(II)sulphate and 151 mg (19.0 mmol) lithium hydride. The reaction mixture is heated overnight in a sealed flask at 100° C. The reaction mixture is filtered through Celite and evaporated. The resulting oil is then filtered through a 50 g silica pad and eluted with ethyl acetate/hexanes (7:3) to give after evaporation 750 mg of an orange liquid, which is used without purification directly in the next reaction.

後処理

  1. filtrationThe reaction mixture is filtered through Celite
  2. customevaporated
  3. filtrationThe resulting oil is then filtered through a 50 g silica pad
  4. washeluted with ethyl acetate/hexanes (7:3)
  5. customto give
  6. customafter evaporation 750 mg of an orange liquid, which
  7. customis used without purification directly in the next reaction

出典と根拠

ORDレコード
ord-b72021451879433ca950fd89b43b8f12
出典データセット
uspto-grants-2010_04
特許番号
US07696216B2

関連ノート

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