HuagongsheHuagongshe Chemistry Print Report · For research reference only
Ammonium Chloride → Methyl 3-nitro-5-phenylbenzoate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Ammonium Chloride | HCID 25517 | — |
| Reactant | Potassium Phosphate, Tribasic | HCID 62657 | — |
| Reactant | Phenylboronic Acid | HCID 66827 | — |
| Reactant | Methyl 3-iodo-5-nitrobenzoate | HCID 7020599 | — |
| Catalyst | HCID 178418397 | HCID 178418397 | — |
| Solvent | 1,4-Dioxane | HCID 31275 | — |
| Product | Methyl 3-nitro-5-phenylbenzoate | HCID 69687208 | 73.6% |
Reaction Steps
Phenylboronic acid (2.14 g, 17.59 mmol), potassium phosphate (4.50 g, 21.20 mmol), tetrakis(triphenylphosphine)palladium(0) (0.283 g, 0.24 mmol) and 3-iodo-5-nitro-benzoic acid methyl ester (3.00 g, 9.77 mmol) in dioxane (30 mL) were heated at 80° C. for 3 h. Saturated ammonium chloride was added and the product was extracted, washed with water, brine, dried over magnesium sulfate, and concentrated to dryness. Purification by chromatography gave 1.85 g of 5-nitro-biphenyl-3-carboxylic acid methyl ester, as a white solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06903086B2 |
| Source dataset | uspto-grants-2005_06 |
| ORD ID | ord-75a58f7a5a744f7d81693cf57fe99d4c |
| Source note | uspto-grants-2005_06 |