HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → 2-(3-Fluoro-4-(methylsulfonamidomethyl)phenyl)propanoic acid
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Lithium Hydroxide | HCID 3939 | — |
| Reactant | Tetrahydrofuran | HCID 8028 | — |
| Reactant | Ethyl 2-(3-fluoro-4-(methylsulfonamidomethyl)phenyl)propanoate | HCID 70855559 | — |
| Solvent | Acetic Acid | HCID 176 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | 2-(3-Fluoro-4-(methylsulfonamidomethyl)phenyl)propanoic acid | HCID 86679365 | 52.4% |
Reaction Steps
To a stirred solution of ethyl 2-(3-fluoro-4-(methylsulfonamidomethyl)phenyl)-propanoate (458 mg, 1.51 mmol) in co-solvent with tetrahydrofuran and water (1:1) were added lithium hydroxide (190 mg, 4.529 mmol). The reaction mixture was refluxed for 15 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 was removed in vacuo. The crude was purified by column chromatography to give 2-(3-fluoro-4-(methylsulfonamidomethyl)phenyl)propanoic acid (218 mg, 52%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08937092B2 |
| Source dataset | uspto-grants-2015_01 |
| ORD ID | ord-d4568d27853c40ad9b37d7d6315a4215 |
| Source note | uspto-grants-2015_01 |