HuagongsheHuagongshe Chemistry Print Report · For research reference only
Sodium Carbonate → 2-(2-Formyl-biphenyl-4-yloxy)4-trifluoromethyl-benzonitrile
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Sodium Carbonate | HCID 10340 | — |
| Reactant | Phenylboronic Acid | HCID 66827 | — |
| Reactant | 2-(4-Bromo-3-formyl-phenoxy)-4-trifluoromethyl-benzonitrile | HCID 21930366 | — |
| Catalyst | Triphenylphosphine | HCID 11776 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | 1,2-Dimethoxyethane | HCID 8071 | — |
| Product | 2-(2-Formyl-biphenyl-4-yloxy)4-trifluoromethyl-benzonitrile | HCID 21930387 | 99% |
Reaction Steps
To a mixture of 2-(4-bromo-3-formyl-phenoxy)-4-trifluoromethyl-benzonitrile (1.76 g, 4.76 mmol) and Pd(dba)3 (21.8 mg, 5 mole %) in dimethoxyethane (15 ml) was added a solution of phenylboronic acid (609 mg, 5 mmol), triphenylphosphine (15 mg, 12 mole %) and sodium carbonate (530 mg, 5 mmol) in water (10 ml). The mixture was refluxed for 3 h. The solvent was evaporated off and the aqueous layer was extracted with dichloromethane. The extracts were dried with MgSO4 and filtered through silica. Evaporation yielded a brown solid (1.73 g, 99%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07276528B2 |
| Source dataset | uspto-grants-2007_10 |
| ORD ID | ord-f4f4e5cd517849939e86d6783a9a570a |
| Source note | uspto-grants-2007_10 |