반응 #1519096

ord-b3f84c243fdf4899ad8fb80b2b1e2d41

반응 방정식

O
water
O=Cc1ccc(Br)cc1
4-Bromobenzaldehyde
Cc1ccc(S(=O)(=O)O)cc1.O
p-toluenesulfonic acid monohydrate
OCCO
ethylene glycol
Brc1ccc(C2OCCO2)cc1
2-(4-bromophenyl)-1,3-dioxolane

반응 조건

상세 조건
See reaction.notes.procedure_details.

후처리

  1. 1
    세척This solution was washed twice with aqueous bicarbonate
  2. 2
    건조dried over magnesium sulfate
  3. 3
    농축concentrated under reduced pressure
  4. 4
    기타A colorless oil was recovered

실험 절차

4-Bromobenzaldehyde (3 g, 0.0162 moles) in benzene (60 mL) was treated with p-toluenesulfonic acid monohydrate (0.15 g, 0.79 mmoles) and ethylene glycol (5 mL, 0.0896 moles). 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.

출처

DOI: 10.6084/m9.figshare.5104873.v1특허: US07611909B1uspto-grants-2009_11