HuagongsheHuagongshe Chemistry Print Report · For research reference only
Potassium Carbonate → 3-(4',5'-Difluoro-2'-methoxy-biphenyl-4-yloxymethyl)-benzoic acid methyl ester
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | (4,5-Difluoro-2-methoxyphenyl)boronic acid | HCID 16217679 | — |
| Reactant | Methyl 3-((4-iodophenoxy)methyl)benzoate | HCID 57643351 | — |
| Solvent | 1,4-Dioxane | HCID 31275 | — |
| Product | 3-(4',5'-Difluoro-2'-methoxy-biphenyl-4-yloxymethyl)-benzoic acid methyl ester | HCID 67150380 | 95.6% |
Reaction Steps
Bis(tricyclohexylphosphine)palladium (236 mg, 0.35 mmol) was added to a stirred solution of 3-(4-iodo-phenoxymethyl)-benzoic acid methyl ester (6.5 g, 17.73 mmol), potassium carbonate (3.67 g, 26.6 mmol) and 4,5-difluoro-2-methoxyphenylboronic acid (5 g, 26.6 mmol) in 156 ml, dioxane were reacted as above and purified by flash chromatography with a gradient of 0-5% ethyl acetate in hexanes to give 6.51 g (95.6%) of 3-(4′,5′-difluoro-2′-methoxy-biphenyl-4-yloxymethyl)-benzoic acid methyl ester.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08039495B2 |
| Source dataset | uspto-grants-2011_10 |
| ORD ID | ord-0151aaf89d214cf787b2d68ec24b2baf |
| Source note | uspto-grants-2011_10 |