HuagongsheHuagongshe Chemistry Print Report · For research reference only
Toluene → HCID 70872198, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Toluene | HCID 1140 | — |
| Reactant | Sodium Bicarbonate | HCID 516892 | — |
| Reactant | Methyl 3-bromo-4-methoxybenzoate | HCID 611662 | — |
| Reactant | 3-Fluoro-4-methoxyphenylboronic acid | HCID 2782194 | — |
| Catalyst | Tetrakis(triphenylphosphine)palladium | HCID 11979704 | — |
| Solvent | Water | HCID 962 | — |
| Product | HCID 70872198 | HCID 70872198 | 84.4% |
Reaction Steps
3-Bromo-4-methoxybenzoic acid methyl ester (500 mg, 2.04 mmol), 3-fluoro-4-methoxyphenylboronic acid (381 mg, 2.24 mmol), Tetrakis(triphenylphosphine)-palladium(0) (117 mmol, 0.10 mmol), and sodium bicarbonate (514 mg, 6.12 mmol) were partitioned between toluene (5 ml) and water (5 ml) and stirred in reflux for 36 hours. The mixture was partitioned between ethyl acetate and water, the combined organic extracts were dried over sodium sulfate and evaporated to dryness. The raw material was purified by silica gel chromatography with a heptane/ethyl acetate gradient. to yield the title compound (500 mg).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09018383B2 |
| Source dataset | uspto-grants-2015_04 |
| ORD ID | ord-0de7f2f47d864ffe9c7225c88887b3ff |
| Source note | uspto-grants-2015_04 |