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

HRID 641831

반응식

HRID 641831 반응식
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

참가 물질

6

반응물 3

HCID 174Ethylene GlycolHCID 62714Lithium hydrideHCID 663323-Iodothiophene

생성물 1

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

시약·촉매·용매 2

HCID 23978Copper촉매HCID 24462Copper Sulfate촉매

반응 조건

온도
100 °C

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-b72021451879433ca950fd89b43b8f12
출처 데이터셋
uspto-grants-2010_04
특허 번호
US07696216B2

연결된 노트

불러오는 중…