HuagongsheHuagongshe Chemistry Print Report · For research reference only
Hydrochloric Acid → 3-{4-[3-(4-Chloro-2-phenoxy-phenoxy)-phenoxy]-2-methyl-phenyl}-propionic acid
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | Sodium Hydroxide | HCID 14798 | — |
| Reactant | 3-{4-[3-(4-Chloro-2-phenoxy-phenoxy)-phenoxy]-2-methyl-phenyl}-propionic acid methyl ester | HCID 57894221 | — |
| Solvent | Methanol | HCID 887 | — |
| Solvent | Water | HCID 962 | — |
| Product | 3-{4-[3-(4-Chloro-2-phenoxy-phenoxy)-phenoxy]-2-methyl-phenyl}-propionic acid | HCID 11190695 | 107.1% |
Reaction Steps
A solution of 3-{4-[3-(4-chloro-2-phenoxy-phenoxy)-phenoxy]-2-methyl-phenyl}-propionic acid methyl ester (0.221, 0.452 mmol) in methanol (7 mL) is treated with 5 N NaOH (2 mL) and heated to reflux until saponification is completed. The mixture is cooled, and the solvent is removed in vacuo to afford a residue that is acidified with 1 N HCl. The mixture is diluted with water and extracted with ethyl acetate. The organic layer is dried (Na2SO4), and the solvent removed in vacuo to afford 0.230 g (100%) of the title compound. 1H NMR (400 MHz, CDCl3); MS (ES+) m/z mass calculated for C28H23O5Cl 474, found 475 and 477 (M+1 and M+3, 100%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07608639B2 |
| Source dataset | uspto-grants-2009_10 |
| ORD ID | ord-e6368353e7ef47f8adace7afbc5525aa |
| Source note | uspto-grants-2009_10 |