HuagongsheHuagongshe Chemistry Print Report · For research reference only
Dicyclopentadiene → Bicyclo[2.2.1]hept-5-ene-2-carboxylic acid, 1,1-dimethylethyl ester
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Dicyclopentadiene | HCID 6492 | — |
| Reactant | tert-Butyl acrylate | HCID 15458 | — |
| Solvent | Toluene | HCID 1140 | — |
| Product | Bicyclo[2.2.1]hept-5-ene-2-carboxylic acid, 1,1-dimethylethyl ester | HCID 15607334 | 64.4% |
Reaction Steps
Into an autoclave with an internal volume of 2 liters, 256.3 g of t-butyl acrylate, 264.4 g of dicyclopentadiene and 1,040 g of toluene were charged, and the reaction was carried out at a temperature of 170° C. or higher for 5 hours. Subsequently, the reaction product was drawn out, and the toluene was evaporated, followed by distillation using a distillation column at 8.0 Torr and 87° C. to obtain 250 g of 5-t-butoxycarbonylbicyclo[2.2.1]hept-2-ene with a purity of 99.9% by weight. Using the same distillation column, the product was distilled at 0.07 Torr and 97 to 102° C. to obtain 100 g of 8-t-butoxycarbonyltetracyclo[4.4.0.12,5.17,10]dodec-3-ene with a purity of 99.9% by weight:
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06692887B1 |
| Source dataset | uspto-grants-2004_02 |
| ORD ID | ord-124910d123bd483eb44cd2afcdb38921 |
| Source note | uspto-grants-2004_02 |