Ethylene Glycol → 2-(8-Bromooctyl)-1,3-dioxolane

HRID 332636

반응식

HRID 332636 반응식
[Br:1][CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH:10]=[O:11].[CH2:12](O)[CH2:13][OH:14].C1(C)C=CC(S(O)(=O)=O)=CC=1>C1(C)C=CC=CC=1>[Br:1][CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH:10]1[O:14][CH2:13][CH2:12][O:11]1

참가 물질

5

반응물 3

HCID 174Ethylene GlycolHCID 6101p-Toluenesulfonic acidHCID 5433309-Bromononanal

생성물 1

HCID 118323182-(8-Bromooctyl)-1,3-dioxolane수율 79.2%

시약·촉매·용매 1

HCID 1140Toluene용매

실험 절차

9-Bromononanal (28.0 g, assumed 120 mmol), ethylene glycol (33.6 mL, 600 mmol) and para-toluenesulphonic acid (2.7 g, 13 mmol) in toluene (210 mL) were heated at reflux for 20 hours. The reaction was cooled to RT and quenched with saturated aqueous sodium bicarbonate solution (300 mL). The resulting mixture was extracted with diethyl ether (2×500 mL). The combined organic extracts were washed with saturated aqueous sodium bicarbonate solution (300 mL), water (300 mL), brine (100 mL), dried (magnesium sulfate), filtered and evaporated under reduced pressure to afford the title compound (25.2 g, 79%).

후처리

  1. temperatureat reflux for 20 hours
  2. customquenched with saturated aqueous sodium bicarbonate solution (300 mL)
  3. extractionThe resulting mixture was extracted with diethyl ether (2×500 mL)
  4. washThe combined organic extracts were washed with saturated aqueous sodium bicarbonate solution (300 mL), water (300 mL), brine (100 mL)
  5. dry with materialdried (magnesium sulfate)
  6. filtrationfiltered
  7. customevaporated under reduced pressure

출처 및 근거

ORD 기록
ord-a4c714a186604d398b6b4ba90372980c
출처 데이터셋
uspto-grants-2014_11
특허 번호
US08877774B2

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