Ethylene Glycol → 2-(2-Bromophenyl)-1,3-dioxolane

HRID 129586

반응식

HRID 129586 반응식
[Br:1][C:2]1[CH:9]=[CH:8][CH:7]=[CH:6][C:3]=1[CH:4]=[O:5].[CH2:10](O)[CH2:11][OH:12]>C1(C)C=CC(S(O)(=O)=O)=CC=1.C1(C)C=CC=CC=1>[Br:1][C:2]1[CH:9]=[CH:8][CH:7]=[CH:6][C:3]=1[CH:4]1[O:12][CH2:11][CH2:10][O:5]1

참가 물질

5

반응물 2

HCID 174Ethylene GlycolHCID 811292-Bromobenzaldehyde

생성물 1

HCID 5535342-(2-Bromophenyl)-1,3-dioxolane수율 98.6%

시약·촉매·용매 2

HCID 6101p-Toluenesulfonic acid촉매HCID 1140Toluene용매

실험 절차

A mixture of 2-bromobenzaldehyde (100 g; 0.54 mol), ethylene glycol (67.03 g; 1.08 mol), p-toluenesulphonic acid (0.5 g) and toluene was heated to and maintained at reflux temperature for 6 hours. During this period, water/ethylene glycol (23 ml) was removed by azeotropic distillation. The mixture was cooled and ether (1 l) was added. The ether solution was washed with saturated sodium bicarbonate solution (200 ml) water (3×150 ml) and saturated brine (1×150 ml). After drying and filtration, evaporation of the ether solution gave 2-(2-bromophenyl)-1,3-dioxolane (121.96 g, 98.6% yield) as an oil.

후처리

  1. temperaturewas heated to and
  2. temperaturemaintained
  3. temperatureat reflux temperature for 6 hours
  4. waitDuring this period
  5. customwater/ethylene glycol (23 ml) was removed by azeotropic distillation
  6. temperatureThe mixture was cooled
  7. additionether (1 l) was added
  8. washThe ether solution was washed with saturated sodium bicarbonate solution (200 ml) water (3×150 ml) and saturated brine (1×150 ml)
  9. customAfter drying
  10. filtrationfiltration, evaporation of the ether solution

출처 및 근거

ORD 기록
ord-df3d23cae80f4fa2a29f02eb22d0e312
출처 데이터셋
uspto-grants-1995_11
특허 번호
US05468857

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