تفاعل #595348

ord-6f606332dd1d4eaab6be96d2696bb75d

معادلة التفاعل

O
water
[H-].[Na+]
sodium hydride
OCc1coc(-c2ccc(Cl)cc2)n1
[2-(4-chlorophenyl)-1,3-oxazol-4-yl]methanol
COCCl
chlorodimethyl ether
COCOCc1coc(-c2ccc(Cl)cc2)n1
2-(4-Chlorophenyl)-4-[(methoxymethoxy)methyl]-1,3-oxazole

المذيبات

ظروف التفاعل

درجة الحرارة
0°CELSIUS
الظروف التفصيلية
See reaction.notes.procedure_details.

المعالجة

  1. 1
    workup.WAITat RT for 1 h
  2. 2
    درجة الحرارةThe reaction mixture is again cooled to 0° C.
  3. 3
    workup.STIRRINGThe mixture is stirred at 0° C. for 10 min
  4. 4
    workup.WAITat RT for 2 h
  5. 5
    استخلاصthe reaction mixture is extracted three times with in each case 25 ml of ethyl acetate
  6. 6
    تجفيفThe combined organic phases are dried over magnesium sulfate
  7. 7
    أخرىthe solvent is removed on a rotary evaporator
  8. 8
    أخرىThe product obtained
  9. 9
    أخرىis used without further purification in the subsequent reaction

الإجراء التجريبي

1.32 g (7.54 mmol) of [2-(4-chlorophenyl)-1,3-oxazol-4-yl]methanol (Example 100A) are initially charged in 18.5 ml of dry THF and cooled to 0° C., and 0.33 g (8.29 mmol) sodium hydride (60% strength in mineral oil) are added. The mixture is stirred at 0° C. for 10 min and then at RT for 1 h. The reaction mixture is again cooled to 0° C., and 0.69 ml (9.04 mmol) of chlorodimethyl ether is added. The mixture is stirred at 0° C. for 10 min and then at RT for 2 h. 5 ml of water are then added, and the reaction mixture is extracted three times with in each case 25 ml of ethyl acetate. The combined organic phases are dried over magnesium sulfate and the solvent is removed on a rotary evaporator. The product obtained is used without further purification in the subsequent reaction.

المصدر

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