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

HRID 34603

반응식

HRID 34603 반응식
[Br:1][C:2]1[CH:3]=[C:4]([CH:7]=[CH:8][C:9]=1[F:10])[CH:5]=[O:6].[CH2:11](O)[CH2:12][OH:13]>C1(C)C=CC(S(O)(=O)=O)=CC=1.C1(C)C=CC=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[F:10]

참가 물질

5

반응물 2

HCID 174Ethylene GlycolHCID 1736043-Bromo-4-fluorobenzaldehyde

생성물 1

HCID 109777651,3-Dioxolane, 2-(3-bromo-4-fluorophenyl)-수율 78.3%

시약·촉매·용매 2

HCID 6101p-Toluenesulfonic acid촉매HCID 1140Toluene용매

실험 절차

A mixture of 3-bromo-4-fluorobenzaldehyde (45.7 g), ethylene glycol (27.39 g), p-toluenesulphonic acid (0.225 g) and dry toluene (110 cm3) was heated at the reflux temperature under a Dean and Stark trap. After 4.5 hours, approximately 12 cm3 of water had collected in the trap, and analysis of the reaction mixture by gas liquid chromatography indicated that no starting aldehyde was present. The mixture was washed with sodium bicarbonate solution and brine, and dried over anhydrous magnesium sulphate. Evaporation of the solvent under reduced pressure gave a yellow oil, which was purified by distillation under reduced pressure to give 2-(3-bromo-4-fluorophenyl)-1,3-dioxolane (43.56 g), boiling point 68°-106° C. at 0.04 mmHg.

후처리

  1. temperaturewas heated at the reflux temperature under a Dean and Stark trap
  2. customapproximately 12 cm3 of water had collected in the trap, and analysis of the reaction mixture by gas liquid chromatography
  3. washThe mixture was washed with sodium bicarbonate solution and brine
  4. dry with materialdried over anhydrous magnesium sulphate
  5. customEvaporation of the solvent under reduced pressure
  6. customgave a yellow oil, which
  7. distillationwas purified by distillation under reduced pressure

출처 및 근거

ORD 기록
ord-c060ac6cc12e4d48b786ab94b72b761c
출처 데이터셋
uspto-grants-1988_08
특허 번호
US04762835

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