반응 #5340

반응 방정식

phenyl glycidyl ether

oxirane

p-toluenesulfonic acid monohydrate

phenothiazine

→

3-Phenoxy-1,2-propanediol

용매

toluene

toluene

반응 조건

후처리

1. 1
   온도at reflux for 6.0 hours
2. 2
   온도Upon cooling
3. 3
   workup.ADDITIONthe reactor was charged with 186.0 g
4. 4
   온도The mixture was again heated
5. 5
   온도at reflux
6. 6
   추출The product was extracted with ether
7. 7
   기타purified
8. 8
   세척by washing
9. 9
   기타at 25° C.

실험 절차

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.

출처