HuagongsheHuagongshe Chemistry Print Report · For research reference only
Bromine → 4-[4-(4,4'-Dipentylbicyclohexyl-4-ylethynyl)-2-fluorophenylethynyl]-4,4'-dipentylbicyclohexyl
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Bromine | HCID 24408 | — |
| Reactant | (4-Bromo-2-fluorobenzyl)triphenylphosphonium bromide | HCID 11114149 | — |
| Reactant | 4-Ethynyl-4,4'-dipentylbicyclohexyl | HCID 15451976 | — |
| Reactant | 4,4'-Dipentylbicyclohexyl-4-carbaldehyde | HCID 15456823 | — |
| Reactant | 4-(4-Bromo-2-fluorophenylethynyl)-4,4'-dipentylbicyclohexyl | HCID 22013388 | — |
| Solvent | Pyrrolidine | HCID 31268 | — |
| Product | 4-[4-(4,4'-Dipentylbicyclohexyl-4-ylethynyl)-2-fluorophenylethynyl]-4,4'-dipentylbicyclohexyl | HCID 22013393 | — |
Reaction Steps
0.908 g of 4-(4-bromo-2-fluorophenylethynyl)-4,4′-dipentylbicyclohexyl (obtainable by Wittig reaction of 4,4′-dipentylbicyclohexyl-4-carbaldehyde with 4-bromo-2-fluorobenzyltriphenylphosphonium bromide, addition of bromine onto the resultant alkene and subsequent dehydrobromination using a base), 0.715 g of 4-ethynyl-4,4′-dipentylbicyclohexyl and 0.104 g of tetrakis-(triphenylphosphine)palladium(0) are stirred overnight at 80° C. in 5 ml of pyrrolidine. Conventional work-up gives 4-[4-(4,4′-dipentylbicyclohexyl-4-ylethynyl)-2-fluorophenylethynyl]-4,4′-dipentylbicyclohexyl (C 177 I).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06203724B1 |
| Source dataset | uspto-grants-2001_03 |
| ORD ID | ord-3f03c3bdfddc4a668b637aab4aa98474 |
| Source note | uspto-grants-2001_03 |