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

HRID 34603

反応式

HRID 34603 の反応式
[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]

参加物

5

反応物 2

HCID 174Ethylene GlycolHCID 1736043-Bromo-4-fluorobenzaldehyde

生成物 1

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

試薬・触媒・溶媒 2

HCID 6101p-Toluenesulfonic acid触媒HCID 1140Toluene溶媒

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-c060ac6cc12e4d48b786ab94b72b761c
出典データセット
uspto-grants-1988_08
特許番号
US04762835

関連ノート

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