HuagongsheHuagongshe Chemistry Print Report · For research reference only
Lithium hydroxide, monohydrate → 2-methyl-2-(methylsulfonyl)-4-(4-phenyl-1H-imidazol-1-yl)butanoic acid
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Lithium hydroxide, monohydrate | HCID 168937 | — |
| Reactant | ethyl 2-methyl-2-(methylsulfonyl)-4-(4-phenyl-1H-imidazol-1-yl)butanoate | HCID 70818083 | — |
| Solvent | Hydrochloric Acid | HCID 313 | — |
| Solvent | Methanol tetrahydrofuran water | HCID 21892291 | — |
| Product | 2-methyl-2-(methylsulfonyl)-4-(4-phenyl-1H-imidazol-1-yl)butanoic acid | HCID 70817518 | 98.6% |
Reaction Steps
To a solution of ethyl 2-methyl-2-(methylsulfonyl)-4-(4-phenyl-1H-imidazol-1-yl)butanoate (335 mg, 0.956 mmol, 1 eq) in THF/MeOH/Water (4:1:1) was added lithium hydroxide monohydrate (160 mg, 3.82 mmol, 4 eq) and the mixture was allowed to stir at RT overnight. The reaction was diluted with 1 N HCl and loaded onto a 6 g MCX column. The column was washed with 1 column volume water and 2 column volumes MeOH. The washes were discarded. The column was then eluted with 0.5 N NH3 in Methanol. The eluant was concentrated to give 2-methyl-2-(methylsulfonyl)-4-(4-phenyl-1H-imidazol-1-yl)butanoic acid (304 mg, 98% yield). LC-MS M+H+323.4.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08809333B2 |
| Source dataset | uspto-grants-2014_08 |
| ORD ID | ord-9e976bdb36344793b557019b094a55e0 |
| Source note | uspto-grants-2014_08 |