HuagongsheHuagongshe Chemistry Print Report · For research reference only
Cyclopentadiene → Bicyclo[2.2.1]hept-5-ene-2-carboxylic acid, 1,1-dimethylethyl ester
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Cyclopentadiene | HCID 7612 | — |
| Reactant | Tetrahydrofuran | HCID 8028 | — |
| Reactant | tert-Butyl acrylate | HCID 15458 | — |
| Product | Bicyclo[2.2.1]hept-5-ene-2-carboxylic acid, 1,1-dimethylethyl ester | HCID 15607334 | 77.3% |
Reaction Steps
Cyclopentadiene (66 g) and 154 g of t-butyl acrylate were dissolved in 500 g of THF solvent. After the reaction at 30° C. for 24 hours, the solvent and excess t-butyl acrylate were removed in rotary evaporator. The residue was distilled under reduced pressure to obtain 150 g of t-butyl 5-norbornene- 2-carboxylate as a mixture of endo and exo (yield: 68%). NMR spectral data of the resulting compound (19) is shown in FIG. 2.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06165672 |
| Source dataset | uspto-grants-2000_12 |
| ORD ID | ord-40893967f10943a891d702999a527b09 |
| Source note | uspto-grants-2000_12 |