تفاعل #595347

ord-73aa8356cf0b45e293dc9bff575be878

معادلة التفاعل

OCc1ncoc1-c1ccc(Cl)cc1
compound
OCc1ncoc1-c1ccc(Cl)cc1
[5-(4-Chlorophenyl)-1,3-oxazol-4-yl]methanol
O=S(Cl)Cl
thionyl chloride
ClCc1ncoc1-c1ccc(Cl)cc1
4-(Chloromethyl)-5-(4-chlorophenyl)-1,3-oxazole

ظروف التفاعل

الظروف التفصيلية
See reaction.notes.procedure_details.

المعالجة

  1. 1
    أخرىexcess thionyl chloride is then removed under reduced pressure
  2. 2
    غسيلwashed once with 2 ml of sat. aqueous sodium bicarbonate solution
  3. 3
    تجفيفThe organic phase is dried over magnesium sulfate
  4. 4
    أخرىthe solvent is removed on a rotary evaporator
  5. 5
    أخرىThe product obtained
  6. 6
    أخرىis used without further purification in the subsequent reactions

الإجراء التجريبي

269 mg (0.77 mmol) of the compound from Example 38A are initially charged in 0.43 ml (5.85 mmol) of thionyl chloride. The reaction mixture is stirred at RT for 12 h, and excess thionyl chloride is then removed under reduced pressure. The residue is taken up in 5 ml of ethyl acetate and washed once with 2 ml of sat. aqueous sodium bicarbonate solution. The organic phase is dried over magnesium sulfate and the solvent is removed on a rotary evaporator. The product obtained is used without further purification in the subsequent reactions.

المصدر

DOI: 10.6084/m9.figshare.5104873.v1براءة الاختراع: US09095582B2uspto-grants-2015_08