Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Sodium Carbonate | HCID 10340 | — |
| Reactant | 2-Phenylvinylboronic acid | HCID 2734381 | — |
| Reactant | HCID 68088310 | HCID 68088310 | — |
| Solvent | Toluene | HCID 1140 | — |
| Product | HCID 68018442 | HCID 68018442 | 45% |
Reaction Steps
25 g (60.5 mmol) of (3-bromophenyl)[1,1′;3′,1″]-terphenyl-5′-ylmethanone and 9 g (60.5 mmol) of styreneboronic acid [2156-04-9] are dissolved in 300 ml of toluene, and 100 ml of a 2 M sodium carbonate solution are added. The reaction mixture is carefully degassed, 200 mg of tetrakistriphenylphosphinepalladium are added, and the mixture is heated under reflux for 20 h. The solution is cooled to room temperature, and the phases are separated. The aqueous phase is extracted three times with toluene, the combined organic phases are subsequently washed twice with water, dried over magnesium sulfate, filtered, and the solvent is stripped off in vacuo. The residue is recrystallised from heptane/acetonitrile 1:1, giving 12 g (27 mmol) (45%) of a white solid having a purity of 99.9%.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US09382253B2 |
|---|
| Source dataset | uspto-grants-2016_07 |
|---|
| ORD ID | ord-3ee77c4bd13a4128a584bbd6e93d245c |
|---|
| Source note | uspto-grants-2016_07 |
|---|