HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triethylamine → E-4-(Carbo-tert.-butoxy)-4'-(4-carbo-tert.-butoxystyryl)tolan
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | Tert-butyl 4-ethynylbenzoate | HCID 13965008 | — |
| Reactant | 4-Bromo-4'-carbo-tert.-butoxystilbene | HCID 57305416 | — |
| Catalyst | Copper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI) | HCID 24350 | — |
| Solvent | Acetonitrile | HCID 6342 | — |
| Product | E-4-(Carbo-tert.-butoxy)-4'-(4-carbo-tert.-butoxystyryl)tolan | HCID 131717083 | — |
Reaction Steps
300 ml of NEt3 and 20.46 g of Pφ3 are added under nitrogen to 234 g of 4-bromo-4'-carbo-tert.-butoxystilbene in 1 l of absolute acetonitrile. Nitrogen is passed through the stirred suspension for 20 minutes and 9.12 g of (Pφ3)2PdCl2 and 2.5 g of copper(I)iodide are then added. 144 g of 4-Ethinyl benzoic acid tert.-butyl ester dissolved in 1 l of absolute acetonitrile are then added dropwise under reflux over a period of 6 hours and the reaction mixture is boiled under reflux overnight. The hot product obtained after suction filtration is dissolved in CH2Cl2, washed several times with H2O and dried and the solvent is removed.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05068300 |
| Source dataset | uspto-grants-1991_11 |
| ORD ID | ord-55e7a4ee3d36431cac4a797bb1cca528 |
| Source note | uspto-grants-1991_11 |