HuagongsheHuagongshe Chemistry Print Report · For research reference only
Hydrochloric Acid → 3-(Methoxycarbonyl)-4-methylbenzoic acid
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | 1,3-Bis(diphenylphosphino)propane | HCID 81219 | — |
| Reactant | 3-Bromo-4-methylbenzoic acid | HCID 82130 | — |
| Reactant | HCID 178418416 | HCID 178418416 | — |
| Catalyst | palladium(II) acetate | HCID 167845 | — |
| Solvent | Methanol | HCID 887 | — |
| Product | 3-(Methoxycarbonyl)-4-methylbenzoic acid | HCID 22069802 | — |
Reaction Steps
A parr reactor was charged with 3-bromo-4-methylbenzoic acid, MeOH (50 mL), palladium acetate (0.44 g, 1.95 mmol), bis(1,3-diphenylphosphino)propane, and potassium carbonate (4.0 g, 29.3 mmol) was pressurized to 80 psi with carbon monoxide gas. The reaction was maintained at this temperature for 48 h. The reaction was cooled, acidified with 1 N HCl, and extracted with methylene chloride. The organic extracts were dried over sodium sulfate, filtered, concentrated and then purified by reverse phase HPLC to yield the title compound.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07601844B2 |
| Source dataset | uspto-grants-2009_10 |
| ORD ID | ord-fde10c4914a546c0a2244b88e8a80337 |
| Source note | uspto-grants-2009_10 |