Reaction #3173

Reaction equation

methacryloyloxyethyl isocyanate

benzyl alcohol

→

benzyloxycarbonylaminoethyl methacrylate

Yield 80.6%

Solvents

dioxane

Conditions

Workup

1. 1
   Otherreaction at a temperature of 65° C. for 3 hours
2. 2
   workup.DISTILLATIONThe dioxane and excess benzyl alcohol were then distilled off under reduced pressure
3. 3
   workup.ADDITIONThe residue was poured into water
4. 4
   Extractionextracted with ethyl acetate
5. 5
   Otherdried
6. 6
   workup.DISTILLATIONThe solvent was then distilled off

Procedure

77.5 g of methacryloyloxyethyl isocyanate (Karenzu MOI, available from Showa Denko K.K.) and 60 g of benzyl alcohol were dissolved in 260 g of dioxane. To the solution were then added 5 drops of di-n-butyltin dilaurate. The reaction mixture was then allowed to undergo reaction at a temperature of 65° C. for 3 hours. The dioxane and excess benzyl alcohol were then distilled off under reduced pressure. The residue was poured into water, extracted with ethyl acetate, and then dried. The solvent was then distilled off to obtain 106 g of benzyloxycarbonylaminoethyl methacrylate in the form of colorless oil.

Source