HuagongsheHuagongshe Chemistry Print Report · For research reference only
Cesium carbonate → 3-Methyl 6-methyl[1,1′-biphenyl]-3,4′-dicarboxylate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Cesium carbonate | HCID 10796 | — |
| Reactant | 4-Carboxyphenylboronic Acid | HCID 312183 | — |
| Reactant | Methyl 3-bromo-4-methylbenzoate | HCID 7015747 | — |
| Solvent | 1,2-Dimethoxyethane | HCID 8071 | — |
| Product | 3-Methyl 6-methyl[1,1′-biphenyl]-3,4′-dicarboxylate | HCID 21833756 | 96.1% |
Reaction Steps
A mixture of 3-bromo-4-methyl-benzoic acid methyl ester (3 g), 4-hydroxycarbonyl-phenyl boronic acid (2.21 g), cesium carbonate (4.26 g) and tetrakis(triphenylphosphine)palladium0 (catalytic quantity), in 1:2 aqueous DME (75 ml) was heated to reflux for 18 h. The cooled reaction was then evaporated to dryness and the residue purified on silica gel. Elution with dichloromethane:ethanol:0.880 ammonia; 800:8:1 to 100:8:1 gave a yellow crystalline solid (3.4 g)
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08008303B2 |
| Source dataset | uspto-grants-2011_08 |
| ORD ID | ord-4d783a02099e499795062113b560c228 |
| Source note | uspto-grants-2011_08 |