Reaction #1755451

Reaction equation

methyl acrylate

2,6-di-tert-butylphenol

→

3,5-di-tert-butyl-4-hydroxyhydrocinnamic acid, methyl ester

Conditions

Workup

1. 1
   Otherto remove the water/toluene azeotrope
2. 2
   OtherA white slurry was obtained
3. 3
   Other7.2 g hazy toluene was collected in the trap
4. 4
   OtherThe Dean-Stark trap was removed
5. 5
   Othera cooling condenser was connected to the reactor
6. 6
   Otherwas reset to 120° C
7. 7
   OtherVigorous condensation
8. 8
   TemperatureAfter three hours of heating at 120° C.

Procedure

The reaction was heated to 140° C. to remove the water/toluene azeotrope. A white slurry was obtained and 7.2 g hazy toluene was collected in the trap. The Dean-Stark trap was removed and a cooling condenser was connected to the reactor. The heating was reset to 120° C. Vigorous condensation was observed and 99.1 g (1.15 mol) of methyl acrylate was added over a 45-minute period. After three hours of heating at 120° C., the 2,6-di-tert-butylphenol conversion was about 98.5% complete.

Source