HuagongsheHuagongshe Chemistry Print Report · For research reference only
Sodium Carbonate → HCID 117992415, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Sodium Carbonate | HCID 10340 | — |
| Reactant | Cyclopropylboronic acid | HCID 2760897 | — |
| Reactant | 2-Dicyclohexylphosphino-2',6'-dimethoxybiphenyl | HCID 11269872 | — |
| Reactant | HCID 117992246 | HCID 117992246 | — |
| Catalyst | Bis(dibenzylideneacetone)palladium | HCID 9811564 | — |
| Solvent | Toluene | HCID 1140 | — |
| Product | HCID 117992415 | HCID 117992415 | 100% |
Reaction Steps
A mixture of methyl 4-(benzyloxy)-5-bromo-2-ethoxybenzoate (9.80 g), cyclopropylboronic acid (5.76 g), dicyclohexyl(2′,6′-dimethoxybiphenyl-2-yl)phosphine (1.65 g), a 2 M aqueous sodium carbonate solution (40.2 mL), tris(dibenzylideneacetone)dipalladium(0) (1.72 g), and toluene (100 mL) was stirred overnight at 100° C. in an argon atmosphere. The reaction mixture was filtered, and then, the filtrate was poured to water, followed by extraction with ethyl acetate. The obtained organic layer was dried over anhydrous magnesium sulfate, and then, the solvent was distilled off under reduced pressure. The obtained residue was purified by silica gel column chromatography (hexane/ethyl acetate) to obtain the title compound (8.76 g).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09353108B2 |
| Source dataset | uspto-grants-2016_05 |
| ORD ID | ord-a948617692034cb1ae265b85cefea1a8 |
| Source note | uspto-grants-2016_05 |