Ethylene Glycol → 1,3-Dioxolane, 2-(3-bromo-4-methylphenyl)-

HRID 584313

반응식

HRID 584313 반응식
[Br:1][C:2]1[CH:3]=[C:4]([CH:7]=[CH:8][C:9]=1[CH3:10])[CH:5]=[O:6].[CH2:11](O)[CH2:12][OH:13].O>C1(C)C=CC=CC=1.C1(C)C=CC(S(O)(=O)=O)=CC=1>[Br:1][C:2]1[CH:3]=[C:4]([CH:5]2[O:13][CH2:12][CH2:11][O:6]2)[CH:7]=[CH:8][C:9]=1[CH3:10]

참가 물질

6

반응물 3

HCID 174Ethylene GlycolHCID 962WaterHCID 8167653-Bromo-4-methylbenzaldehyde

생성물 1

HCID 112419791,3-Dioxolane, 2-(3-bromo-4-methylphenyl)-수율 89.1%

시약·촉매·용매 2

HCID 6101p-Toluenesulfonic acid촉매HCID 1140Toluene용매

실험 절차

11.8 g (60 mmol) of 3-bromo-4-methylbenzaldehyde are placed in 150 ml of toluene in a round-bottomed flask and under nitrogen. 16.5 ml (300 mmol) of ethylene glycol and 571 mg (3 mmol) of para-toluenesulfonic acid are added. The mixture is refluxed for 36 hours and the water formed is separated out using Dean-Stark apparatus. At room temperature, the reaction medium is poured into saturated aqueous sodium hydrogen carbonate solution and then extracted with ether. The organic phase is dried over magnesium sulfate, filtered and evaporated. 13 g (89%) of the expected product are obtained in the form of a brown oil.

후처리

  1. temperatureThe mixture is refluxed for 36 hours
  2. customis separated out
  3. additionAt room temperature, the reaction medium is poured into saturated aqueous sodium hydrogen carbonate solution
  4. extractionextracted with ether
  5. dry with materialThe organic phase is dried over magnesium sulfate
  6. filtrationfiltered
  7. customevaporated

출처 및 근거

ORD 기록
ord-282184698f1f435fb04d2ef09b18096f
출처 데이터셋
uspto-grants-2005_08
특허 번호
US06924400B2

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