Reaction #806248

Reaction equation

Water

2-(7-oxanorbornan-2-yl)-2-propanol

triethylamine

acrylic chloride

→

2-(7-oxanorbornan-2-yl)-2-propyl acrylate

Yield 82.0%

Solvents

toluene

Conditions

Workup

1. 1
   workup.DISTILLATIONVacuum distillation

Procedure

In 80 ml of toluene were dissolved 12.5 g of 2-(7-oxanorbornan-2-yl)-2-propanol, 12.1 g of triethylamine, and 0.4 g of 4-(N,N-dimethylamino)pyridine. Then 9.1 g of acrylic chloride was added to the solution at 50° C., which was stirred at the temperature for one hour. Water, 50 ml, was added to the solution below 30° C., followed by ordinary post-treatment. Vacuum distillation yielded 13.8 g of 2-(7-oxanorbornan-2-yl)-2-propyl acrylate. The two-step yield was 82%.

Source