تفاعل #6702

ord-c0b1f5fc553446359bccb5846409ec6d

معادلة التفاعل

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

المذيبات

ظروف التفاعل

الظروف التفصيلية
See reaction.notes.procedure_details.

المعالجة

  1. 1
    غسيلThis solution was washed twice with aqueous bicarbonate
  2. 2
    تجفيفdried over magnesium sulfate
  3. 3
    تركيزconcentrated under reduced pressure
  4. 4
    أخرىA colorless oil was recovered

الإجراء التجريبي

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.

المصدر

DOI: 10.6084/m9.figshare.5104873.v1براءة الاختراع: US07083986B2uspto-grants-2006_08