Reaction #1442500

ord-ab8c5eefc88f4be8831911a5308e1bdd

Reaction equation

C=CC(=O)Cl
acrylic chloride
OC1(C2CCCCC2)CCCC1
1-cyclohexylcyclopentanol
CCN(CC)CC
triethylamine
C=CC(=O)OC1(C2CCCCC2)CCCC1
1-cyclohexylcyclopentyl acrylate
Yield 90.5%

Conditions

Detailed conditions
See reaction.notes.procedure_details.

Workup

  1. 1
    Otherobtaining an oily substance
  2. 2
    workup.DISTILLATIONVacuum distillation

Procedure

In 1 liter of methylene chloride was dissolved 92.4 g of 1-cyclohexylcyclopentanol. To the solution below −20° C., 74.3 g of acrylic chloride was added dropwise over 10 minutes. To the reaction mixture, 1.0 g of 4-(N,N-dimethylamino)pyridine was added and then, 125.0 g of triethylamine was added dropwise over one hour and below −20° C. This reaction mixture was agitated for 15 hours at room temperature and subjected to conventional post-treatment, obtaining an oily substance. Vacuum distillation yielded 110.5 g of 1-cyclohexylcyclopentyl acrylate (designated Monomer 1). The yield was 90.5%. Boiling point: 83-85° C./53.3 Pa

Source

DOI: 10.6084/m9.figshare.5104873.v1Patent: US06586157B2uspto-grants-2003_07