HuagongsheHuagongshe Chemistry Print Report · For research reference only
Sodium Carbonate → HCID 67775933, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Sodium Carbonate | HCID 10340 | — |
| Reactant | 1-Bromo-2-fluorobenzene | HCID 61259 | — |
| Reactant | 3-Methoxynaphthalene-2-boronic acid | HCID 10888952 | — |
| Solvent | 1,2-Dimethoxyethane | HCID 8071 | — |
| Product | HCID 67775933 | HCID 67775933 | 75% |
Reaction Steps
In the atmosphere of argon, 14.3 g of 3-methoxynaphthalene-2-boronic acid, 12.4 g of 2-fluorobromobenzene, 1.64 g of tetrakistriphenylphosphine palladium (0), 220 mL of 1,2-dimethoxyethane, 110 mL of a 2M aqueous solution of sodium carbonate were placed in a flask, and the resulting mixture was stirred with heating under reflux for 8 hours. After cooling to room temperature, the reaction solution was extracted with toluene. An aqueous phase was removed, and then an organic phase was washed with saturated saline. The organic phase was dried with magnesium sulfate and then concentrated. Residues were purified by silica gel column chromatography, whereby 13.4 g (yield: 75%) of 2-methoxy-3-(2-fluorophenyl)naphthalene was obtained.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09373792B2 |
| Source dataset | uspto-grants-2016_06 |
| ORD ID | ord-d2e51db1c4574431a38eab6aa990117e |
| Source note | uspto-grants-2016_06 |