反応 #5340

反応方程式

phenyl glycidyl ether

oxirane

p-toluenesulfonic acid monohydrate

phenothiazine

→

3-Phenoxy-1,2-propanediol

溶媒

toluene

toluene

反応条件

後処理

1. 1
   温度at reflux for 6.0 hours
2. 2
   温度Upon cooling
3. 3
   workup.ADDITIONthe reactor was charged with 186.0 g
4. 4
   温度The mixture was again heated
5. 5
   温度at reflux
6. 6
   抽出The product was extracted with ether
7. 7
   その他purified
8. 8
   洗浄by washing
9. 9
   その他at 25° C.

実験手順

A solution of 150.2 g. phenyl glycidyl ether (1.0 eq.), 200.0 g. AOnPA (1.15 eq., of Example 1), 200.0 g. toluene, 4.0 g. tetrapropylammonium bromide (0.015 eq.), and 1.0 g. phenothiazine was heated at reflux for 6.0 hours. Conversion, measured by residual oxirane titer, was ca. 93%. Upon cooling, the reactor was charged with 186.0 g. of the AOnPA (1.07 eq.), 150.0 g. toluene, and 10.0 g. p-toluenesulfonic acid monohydrate (0.05 eq.). The mixture was again heated at reflux. After 6.0 hrs., conversion was 90%. The product was extracted with ether and purified by washing. It had an acrylate titer of 3.8 meq./g. (theory: 4.17 meq./g.) and Brookfield viscosity of 230 centipoise at 25° C.

出典