Ethylene Glycol → 2-(Cyclohex-2-enyloxy)ethanol

HRID 425071

반응식

HRID 425071 반응식
Br[CH:2]1[CH2:7][CH2:6][CH2:5][CH:4]=[CH:3]1.[CH2:8]([OH:11])[CH2:9][OH:10].C([O-])([O-])=O.[Cs+].[Cs+].CC(=O)OCC>CN(C=O)C.O>[CH:2]1([O:10][CH2:9][CH2:8][OH:11])[CH2:7][CH2:6][CH2:5][CH:4]=[CH:3]1

참가 물질

7

반응물 4

HCID 174Ethylene GlycolHCID 8857Ethyl AcetateHCID 10796Cesium carbonateHCID 1370573-Bromocyclohexene

생성물 1

HCID 112865262-(Cyclohex-2-enyloxy)ethanol

시약·촉매·용매 2

HCID 962Water용매HCID 6228Dimethylformamide용매

반응 조건

온도
80 °C

실험 절차

To a solution of 3-bromocyclohex-1-ene (0.5 g) in anhydrous DMF (5 mL) were added ethylene glycol (3 eq) and Cs2CO3 (5 g). The mixture was heated to 80° C. and stirred overnight, after which TLC (PE:EA=20:1) showed the reaction was complete. Then the mixture was poured into water and extracted with EA, washed with water and brine, and concentrated to an oil, which was purified by column chromatography to obtain intermediate BU (0.3 g).

후처리

  1. extractionextracted with EA
  2. washwashed with water and brine
  3. concentrationconcentrated to an oil, which
  4. customwas purified by column chromatography
  5. customto obtain intermediate BU (0.3 g)

출처 및 근거

ORD 기록
ord-9d804a9ad69248d581b0a1e20095d460
출처 데이터셋
uspto-grants-2012_01
특허 번호
US08106021B2

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