HuagongsheHuagongshe Chemistry Print Report · For research reference only
Benzene, 1-bromo-4-(trifluoromethyl)- → 4'-(Trifluoromethyl)-[1,1'-biphenyl]-4-carboxylic acid
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Benzene, 1-bromo-4-(trifluoromethyl)- | HCID 67872 | — |
| Reactant | 4-Carboxyphenylboronic Acid | HCID 312183 | — |
| Catalyst | HCID 178418397 | HCID 178418397 | — |
| Solvent | 1,2-Dimethoxyethane | HCID 8071 | — |
| Product | 4'-(Trifluoromethyl)-[1,1'-biphenyl]-4-carboxylic acid | HCID 2782719 | 71% |
Reaction Conditions
| Temperature | 100 °C |
|---|
Reaction Steps
To a mixed solution of ethylene glycol dimethyl ether (400 ml)-2M aqueous sodium carbonate solution (80 ml), 4-bromobenzotrifluoride (5.0 g), 4-carboxyphenylboronic acid (3.9 g) and tetrakistriphenylphosphinepalladium (2.5 g) were added and stirred at 100° C. for a day and night. Concentrating the reaction liquid under reduced pressure, the residue was extracted with 1N aqueous sodium hydroxide solution, and the aqueous layer was neutralized by gradual addition of conc. sulfuric acid. The precipitated solid was recovered by filtration, washed with water and diethyl ether and dried under reduced pressure to provide the title compound (4.2 g) as white solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07504412B2 |
| Source dataset | uspto-grants-2009_03 |
| ORD ID | ord-d8faafe0a96540189e61256568c08fed |
| Source note | uspto-grants-2009_03 |