反応 #1519096

ord-b3f84c243fdf4899ad8fb80b2b1e2d41

反応方程式

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

反応条件

詳細条件
See reaction.notes.procedure_details.

後処理

  1. 1
    洗浄This solution was washed twice with aqueous bicarbonate
  2. 2
    乾燥dried over magnesium sulfate
  3. 3
    濃縮concentrated under reduced pressure
  4. 4
    その他A colorless oil was recovered

実験手順

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.

出典

DOI: 10.6084/m9.figshare.5104873.v1特許: US07611909B1uspto-grants-2009_11