HuagongsheHuagongshe Chemistry Print Report · For research reference only
Toluene → HCID 22107169, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Toluene | HCID 1140 | — |
| Reactant | Sodium Carbonate | HCID 10340 | — |
| Reactant | Methylboronic Acid | HCID 139377 | — |
| Reactant | HCID 22107192 | HCID 22107192 | — |
| Catalyst | HCID 178418397 | HCID 178418397 | — |
| Product | HCID 22107169 | HCID 22107169 | — |
Reaction Steps
To a solution of methyl 1-bromo-2-(4-methylsulfonylphenyl)-3-phenylazulene (0.20 g) in toluene (10.0 ml) was added methylboronic acid (0.13 g), tetrakis(triphenylphosphine)palladium (0) (0.05 g) and 2M aqueous Na2CO3 (0.9 ml), and the reaction mixture was heated under reflux for 2 hr. The reaction mixture was poured into ice-water, followed by extracted with EtOAc. The combined EtOAc extracts were washed with water and brine, dried over Na2SO4, and concentrated. The crude product was purified by SiO2 column chromatography (benzenee/EtOAc, 20: 1) to give the title compound (0.15 g) as violet crystals; mp 165°-167° C.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05843999 |
| Source dataset | uspto-grants-1998_12 |
| ORD ID | ord-72e29df6d0364c52a85261e477f9a992 |
| Source note | uspto-grants-1998_12 |