Reaction #806250

Reaction equation

Water

1-(7-oxanorbornan-2-yl)cyclopentanol

triethylamine

acrylic chloride

→

1-(7-oxanorbornan-2-yl)cyclopentyl acrylate

Yield 84.0%

Solvents

toluene

Conditions

Workup

1. 1
   workup.DISTILLATIONVacuum distillation

Procedure

In 80 ml of toluene were dissolved 18.2 g of 1-(7-oxanorbornan-2-yl)cyclopentanol, 15.2 g of triethylamine, and 0.5 g of 4-(N,N-dimethylamino)pyridine. Then 12.5 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 19.7 g of 1-(7-oxanorbornan-2-yl)cyclopentyl acrylate. The two-step yield was 84%.

Source