HuagongsheHuagongshe Chemistry Print Report · For research reference only
Hydrochloric Acid → 2-(2-Methoxyphenoxy)benzoic acid
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | Guaiacol | HCID 460 | — |
| Reactant | 2-Bromobenzoic acid | HCID 6940 | — |
| Reactant | Cesium carbonate | HCID 10796 | — |
| Catalyst | tetrakis(acetonitrile)copper(I) hexafluorophosphate | HCID 11068737 | — |
| Solvent | Toluene | HCID 1140 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | 2-(2-Methoxyphenoxy)benzoic acid | HCID 578689 | 982.6% |
Reaction Steps
Tetrakis(acetonitrile)copper(I) hexafluorophosphate (4.62 g, 12.4 mmol), cesium carbonate (32 g, 98 mmol), 2-bromobenzoic acid (10g, 49. 7 mmol) and 2-methoxyphenol (6.17 g, 49.7 mmol) were combined in toluene (100 mL), and the mixture was heated to reflux for 15 hr. Ethyl acetate (200 mL) and 1N HCl (200 mL) were added, and the organic layer was separated. The organic layer was dried over MgSO4, filtered, and evaporated to yield 16.8 g of Compound 1a. The residue was used without further purification. MS m/z (M-H)− 243.1.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07582650B2 |
| Source dataset | uspto-grants-2009_09 |
| ORD ID | ord-7f2ea80a77f34fedaea6bd83d6e05700 |
| Source note | uspto-grants-2009_09 |