反应 #595348

ord-6f606332dd1d4eaab6be96d2696bb75d

反应方程式

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

溶剂

反应条件

温度
0°CELSIUS
详细条件
See reaction.notes.procedure_details.

后处理

  1. 1
    workup.WAITat RT for 1 h
  2. 2
    温度The 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
    萃取the reaction mixture is extracted three times with in each case 25 ml of ethyl acetate
  6. 6
    干燥The combined organic phases are dried over magnesium sulfate
  7. 7
    其他the solvent is removed on a rotary evaporator
  8. 8
    其他The product obtained
  9. 9
    其他is used without further purification in the subsequent reaction

实验过程

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.

来源

DOI: 10.6084/m9.figshare.5104873.v1专利: US09095582B2uspto-grants-2015_08