反应 #95198

反应方程式

water

butanedione monoxime

triethylamine

methacryloyl chloride

→

OBM

3-oximino-2-butanone methacrylate

溶剂

ether

ether

反应条件

后处理

1. 1
   其他The monomer 3-oximino-2-butanone methacrylate (OBM) was prepared
2. 2
   温度by cooling to a temperature of 0 degree C
3. 3
   其他was continued under nitrogen at 0 degree
4. 4
   workup.ADDITIONfor 3 hours after the addition
5. 5
   过滤The resulting mixture was filtered
6. 6
   其他to remove the solid residues
7. 7
   其他the liquid obtained
8. 8
   其他was transferred to a separatory funnel
9. 9
   workup.STIRRINGthe liquid was agitated
10. 10
    其他The water and ether phases were separated
11. 11
    干燥the ether phase was dried over magnesium sulfate for 1 hour
12. 12
    其他The magnesium sulfate was removed by filtration
13. 13
    其他the ether solution was evaporated to dryness on a rotary evaporator
14. 14
    其他The resulting solid was recrystallized from cyclohexane

实验过程

The monomer 3-oximino-2-butanone methacrylate (OBM) was prepared. This preparation began by cooling to a temperature of 0 degree C. with an ice water bath, a solution of butanedione monoxime (54.5 g) and triethylamine (120 ml) in ether (1000 ml). Approximately 56 ml of methacryloyl chloride in 250 ml of ether was added dropwise under a nitrogen atmosphere over the course of 1 hour. The solution was stirred during this addition and the stirring was continued under nitrogen at 0 degree C. for 3 hours after the addition was completed. The resulting mixture was filtered to remove the solid residues. The solid residues were discarded, and the liquid obtained was transferred to a separatory funnel. Approximately 300 ml of water was added to the separatory funnel and the liquid was agitated. The water and ether phases were separated, the water phase was discarded, and the ether phase was dried over magnesium sulfate for 1 hour. The magnesium sulfate was removed by filtration and the ether solution was evaporated to dryness on a rotary evaporator using water aspirator vacuum. The resulting solid was recrystallized from cyclohexane to yield 45 g of OBM. (The material obtained melted between 38.5 and 39 degrees C.)

来源