HuagongsheHuagongshe Chemistry Print Report · For research reference only
Lithium hydroxide, monohydrate → (S)-2-Hydroxy-2-phenyl-N-quinolin-3-yl-N-[2-(4-trifluoromethyl-phenyl)-ethyl]-acetamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Lithium hydroxide, monohydrate | HCID 168937 | — |
| Reactant | HCID 58007583 | HCID 58007583 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | (S)-2-Hydroxy-2-phenyl-N-quinolin-3-yl-N-[2-(4-trifluoromethyl-phenyl)-ethyl]-acetamide | HCID 58007601 | — |
Reaction Steps
To a solution of 155 mg acetic acid (S)-phenyl-{quinolin-3-yl-[2-(4-trifluoromethyl-phenyl)-ethyl]-carbamoyl}-methyl ester in tetrahydrofuran (6.0 mL) were added 3.0 mL water and 20 mg lithium hydroxide monohydrate. The mixture was stirred at room temperature for 2 h. The mixture was diluted with water and extracted 3 times with ethyl acetate. The combined organic layers were dried over Na2SO4, filtered and concentrated in vacuo. The crude oil was purified with flash column chromatography on silica eluting with a gradient formed from heptane and ethylacetate to provide the title compound. MS(m/e): 451.1 [M+H]+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08133909B2 |
| Source dataset | uspto-grants-2012_03 |
| ORD ID | ord-52c382e7ac1646bb97ba933a800aa5c5 |
| Source note | uspto-grants-2012_03 |