HuagongsheHuagongshe Chemistry Print Report · For research reference only
Sodium Carbonate → 4-(3'-Fluoro-biphenyl-4-yl)-4-oxo-butyric acid methyl ester
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Sodium Carbonate | HCID 10340 | — |
| Reactant | Methyl 4-(4-bromophenyl)-4-oxobutanoate | HCID 838865 | — |
| Reactant | 3-Fluorophenylboronic acid | HCID 2733986 | — |
| Catalyst | HCID 178418397 | HCID 178418397 | — |
| Solvent | Toluene | HCID 1140 | — |
| Product | 4-(3'-Fluoro-biphenyl-4-yl)-4-oxo-butyric acid methyl ester | HCID 70230255 | — |
Reaction Steps
In a manner similar to Example 12, Step (b), (3-fluoro-phenyl)boronic acid (0.7698 g, 0.005502 mol) was allowed to react with 4-(4-bromo-phenyl)-4-oxo-butyric acid, methyl ester (1.356 g, 0.00500 mol) in the presence of tetrakis(triphenylphosphine)palladium(0) (0.173 g, 0.000150 mol) and 2.0 M aqueous sodium carbonate (5.0 mL, 0.010 mol) in toluene (10 mL) to give, after chromatography on silica gel (270 g, 230-400 mesh), eluting with chloroform (18×125 mL), 1.221 g of 4-(3′-fluoro-biphenyl-4-yl)-4-oxo-butyric acid, methyl ester as a white solid; mp 99-101° C.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06239288B1 |
| Source dataset | uspto-grants-2001_05 |
| ORD ID | ord-c9d8e1969bbe436f9e7218f0493c01a3 |
| Source note | uspto-grants-2001_05 |