反应 #1519096

ord-b3f84c243fdf4899ad8fb80b2b1e2d41

反应方程式

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

反应条件

详细条件
See reaction.notes.procedure_details.

后处理

  1. 1
    洗涤This solution was washed twice with aqueous bicarbonate
  2. 2
    干燥dried over magnesium sulfate
  3. 3
    浓缩concentrated under reduced pressure
  4. 4
    其他A colorless oil was recovered

实验过程

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.

来源

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