Ethylene Glycol → 2-(4-Bromophenyl)-1,3-dioxolane

HRID 277347

반응식

HRID 277347 반응식
[Br:1][C:2]1[CH:9]=[CH:8][C:5]([CH:6]=[O:7])=[CH:4][CH:3]=1.O.C1(C)C=CC(S(O)(=O)=O)=CC=1.[CH2:22](O)[CH2:23][OH:24].O>C1C=CC=CC=1.C(OCC)(=O)C>[Br:1][C:2]1[CH:9]=[CH:8][C:5]([CH:6]2[O:24][CH2:23][CH2:22][O:7]2)=[CH:4][CH:3]=1

참가 물질

7

반응물 4

HCID 174Ethylene GlycolHCID 962WaterHCID 707414-BromobenzaldehydeHCID 521998p-Toluenesulfonic acid monohydrate

생성물 1

HCID 27738422-(4-Bromophenyl)-1,3-dioxolane

시약·촉매·용매 2

HCID 241Benzene용매HCID 8857Ethyl Acetate용매

실험 절차

4-Bromobenzaldehyde (3 g, 0.0162 mol) in benzene (60 mL) was treated with p-toluenesulfonic acid monohydrate (0.15 g, 0.79 mmol) and ethylene glycol (5 mL, 0.0896 mol). The reaction was refluxed under nitrogen with azeotropic removal of water. After 3 hours, the reaction was cooled to room temperature and diluted with an equal volume of ethyl acetate. This solution was washed twice with aqueous bicarbonate, dried over magnesium sulfate and concentrated under reduced pressure. A colorless oil was recovered. Yield=2.83 g (92%). TLC (5% ethyl acetate in hexanes) showed clean product, Rf=0.17.

후처리

  1. washThis solution was washed twice with aqueous bicarbonate
  2. dry with materialdried over magnesium sulfate
  3. concentrationconcentrated under reduced pressure
  4. customA colorless oil was recovered

출처 및 근거

ORD 기록
ord-84621f6afa09447c93b1caa0b9e5a63f
출처 데이터셋
uspto-grants-2002_03
특허 번호
US06355803B1

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