HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → 2-Methoxy-4-nitro-1,1'-biphenyl
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Sodium Carbonate | HCID 10340 | — |
| Reactant | Phenylboronic Acid | HCID 66827 | — |
| Reactant | 2-Bromo-5-nitroanisole | HCID 101293 | — |
| Catalyst | Tetrakis(triphenylphosphine)palladium | HCID 11979704 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | 2-Methoxy-4-nitro-1,1'-biphenyl | HCID 14774837 | — |
Reaction Steps
50 ml of a 2M aqueous solution of sodium carbonate is added to a solution containing 12 g of 2-bromo 5-nitro anisole, 8.2 g of phenylboronic acid and 1.2 g of tetra(triphenylphosphine) palladium. The whole is heated under reflux for 7 hours, under vigorous agitation. The reaction medium is left to return to 20° C., it is poured into water and extraction is carried out with ethyl acetate. The organic phases are collected, dried and evaporated under reduced pressure. The product obtained is chromatographed on silica, eluting with a heptane-isopropyl ether mixture (9-1) and in this way 11.4 g of sought product is obtained, melting at 71° C.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05985853 |
| Source dataset | uspto-grants-1999_11 |
| ORD ID | ord-d8621e3bc58a4fdd98ebcfeedcc96437 |
| Source note | uspto-grants-1999_11 |