HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triphenylphosphine → E-4-(Carbo-tert.-butoxy)-4'-(4-carbo-tert.-butoxystyryl)tolan
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triphenylphosphine | HCID 11776 | — |
| Reactant | Ammonium Chloride | HCID 25517 | — |
| Reactant | 4-(4-Carbo-tert.-butoxyphenyl)-2-methyl-3-butyn-2-ol | HCID 19985662 | — |
| Reactant | 4-Bromo-4'-carbo-tert.-butoxystilbene | HCID 57305416 | — |
| Catalyst | Copper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI) | HCID 24350 | — |
| Catalyst | Benzyl triethylammonium chloride | HCID 66133 | — |
| Catalyst | HCID 178418476 | HCID 178418476 | — |
| Solvent | Toluene | HCID 1140 | — |
| Solvent | Sodium Hydroxide | HCID 14798 | — |
| Product | E-4-(Carbo-tert.-butoxy)-4'-(4-carbo-tert.-butoxystyryl)tolan | HCID 131717083 | — |
Reaction Steps
A mixture of 13.02 g of 4-(4-carbo-tert.-butoxyphenyl)-2-methyl-3-butyn-2-ol, 17.97 g of 4-bromo-4'-carbo-tert.-butoxystilbene, 0.93 g of triphenylphosphine. 0.34 g of benzyltriethylammonium chloride, 175 mg of bis(triphenylphosphine)palladium(II) chloride and 175 mg of copper(I) iodide in 70 ml of toluene and 36 ml of 5,5N NaOH is vigorously stirred under reflux for 48 hours. After the addition of 250 ml of saturated ammonium chloride solution, the reaction product is extracted with methylene chloride, dried and concentrated by evaporation.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05068300 |
| Source dataset | uspto-grants-1991_11 |
| ORD ID | ord-aa3419491cbf42b1809644366a05a25b |
| Source note | uspto-grants-1991_11 |