HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → 2-(4-(Methylsulfonamidomethyl)phenyl)propanoic acid
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Tetrahydrofuran | HCID 8028 | — |
| Reactant | Sodium Hydroxide | HCID 14798 | — |
| Reactant | Ethyl 2-(4-(methylsulfonamidomethyl)phenyl)propanoate | HCID 70816013 | — |
| Solvent | Acetic Acid | HCID 176 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | 2-(4-(Methylsulfonamidomethyl)phenyl)propanoic acid | HCID 70816191 | 25.2% |
Reaction Steps
To a stirred solution of ethyl 2-(4-(methylsulfonamidomethyl)phenyl)propanoate (325 mg, 1.139 mmol) in co-solvent with tetrahydrofuran and water (1:1) were added sodium hydroxide (114 mg, 2.8475 mmol). The reaction mixture was refluxed for 16 h, then cooled to room temperature, acidified to pH 3-4 with acetic acid. The residue dissolved in ethyl acetate and washed with water and brine. The organic layer was dried over magnesium sulfate and filtered. The filtrate removed in vacuo. The crude was purified by column chromatography to give 2-(4-(methylsulfonamidomethyl)phenyl)propanoic acid (74 mg, 25%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08937092B2 |
| Source dataset | uspto-grants-2015_01 |
| ORD ID | ord-d8ba9ad310874a7da244fc4c004ecfe3 |
| Source note | uspto-grants-2015_01 |