HuagongsheHuagongshe Chemistry Print Report · For research reference only
Sodium Carbonate → 4-(3',4'-Dichloro-biphenyl-4-yl)-4-oxo-butyric acid, methyl ester
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Sodium Carbonate | HCID 10340 | — |
| Reactant | Triphenylphosphine | HCID 11776 | — |
| Reactant | Methyl 4-(4-bromophenyl)-4-oxobutanoate | HCID 838865 | — |
| Reactant | 3,4-Dichlorobenzeneboronic acid | HCID 2734330 | — |
| Catalyst | Palladium | HCID 23938 | — |
| Catalyst | HCID 178418397 | HCID 178418397 | — |
| Solvent | Toluene | HCID 1140 | — |
| Product | 4-(3',4'-Dichloro-biphenyl-4-yl)-4-oxo-butyric acid, methyl ester | HCID 86583519 | — |
Reaction Steps
In a manner similar to Example 12, Step (b), (3,4-dichloro-phenyl)boronic acid (1.0569 g, 0.005539 mol) was allowed to react with 4-(4-bromo-phenyl)-4-oxo-butyric acid, methyl ester (1.3636 g, 0.005019 mol) in the presence of tetrakis(triphenylphosphine(palladium(0) (0.1054 g, 0.0000912 mol) and 2.0 M aqueous sodium carbonate (5.5 mL, 0.011 mol) in toluene (11 mL) to give, after chromatography on silica gel (270 g, 230-400 mesh), eluting with hexanes-acetone (7:1) 1.432 g of 4-(3′,4′-dichloro-biphenyl-4-yl)-4-oxo-butyric acid, methyl ester as a white solid: mp 120-121° C.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06307089B2 |
| Source dataset | uspto-grants-2001_10 |
| ORD ID | ord-1af08d6387ee4d3b9a858f098df12c36 |
| Source note | uspto-grants-2001_10 |