Reaction #1178393

Reaction equation

methacrylic acid

chloromethyl(2-indanyl)ether

toluene

→

(indane-2-yloxy)methyl methacrylate

Yield 90.0%

Solvents

triethylamine

Conditions

Workup

1. 1
   Temperaturecooling with agitation
2. 2
   OtherAfter a usual aqueous work-up, the solvent was removed by distillation
3. 3
   Otherto obtain a crude product
4. 4
   OtherIt was purified by a column chromatography

Procedure

Into a mixture of 103 g of methacrylic acid, 183 g of chloromethyl(2-indanyl)ether, and 1500 g of toluene was added 111 g of triethylamine under ice-cooling with agitation, and then the reaction mixture was agitated at room temperature for 16 hours. After a usual aqueous work-up, the solvent was removed by distillation to obtain a crude product. It was purified by a column chromatography to obtain 209 g of an objective product, (indane-2-yloxy)methyl methacrylate (yield 90%).

Source