HuagongsheHuagongshe Chemistry Print Report · For research reference only
Toluene → Ethyl 5-cyanobicyclo[2.2.1]hept-2-ene-5-carboxylate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Toluene | HCID 1140 | — |
| Reactant | Cyclopentadiene | HCID 7612 | — |
| Reactant | Ethyl cyanoacrylate | HCID 81530 | — |
| Product | Ethyl 5-cyanobicyclo[2.2.1]hept-2-ene-5-carboxylate | HCID 14617842 | — |
Reaction Steps
Specifically, 50 g (0.33 mol) of ethyl 2-cyanoacrylate (6a) was dissolved in 200 ml of toluene, and 45 g (0.68 mol) of 1,3-cyclopentadiene (5a) was added dropwise to the solution with cooling temperatures of 35° C. or below. Stirring for one hour and subsequent enrichment yielded 72 g of ethyl 5-cyanobicyclo[2.2.1]hept-2-ene-5-carboxylate represented by Formula (7a) (crude product).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08236971B2 |
| Source dataset | uspto-grants-2012_08 |
| ORD ID | ord-00a065faa3a140d68c2b270401346faa |
| Source note | uspto-grants-2012_08 |