Реакция #595348

Уравнение реакции

water

sodium hydride

[2-(4-chlorophenyl)-1,3-oxazol-4-yl]methanol

chlorodimethyl ether

→

2-(4-Chlorophenyl)-4-[(methoxymethoxy)methyl]-1,3-oxazole

Растворители

THF

Условия реакции

Обработка

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

Методика

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.

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