HuagongsheHuagongshe Chemistry Print Report · For research reference only
Lithium hydroxide, monohydrate → 3-Oxo-3-[4-(2-trifluoromethyl-benzoyl)-piperazin-1-yl]-propionic acid
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Lithium hydroxide, monohydrate | HCID 168937 | — |
| Reactant | 3-Oxo-3-[4-(2-trifluoromethyl-benzoyl)-piperazin-1-yl]-propionic acid ethyl ester | HCID 57875824 | — |
| Solvent | Methanol | HCID 887 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | 3-Oxo-3-[4-(2-trifluoromethyl-benzoyl)-piperazin-1-yl]-propionic acid | HCID 57875811 | 92% |
Reaction Steps
LiOH.H2O (400 mg, 9.5 mmol) was added to a solution of 3-oxo-3-[4-(2-trifluoromethyl-benzoyl)-piperazin-1-yl]-propionic acid ethyl ester (1.4 g, 3.8 mmol) in methanol (10 mL), THF (4 mL) and H2O (10 mL) and the resulting mixture was stirred for 2 hours at room temperature. The mixture was and the residue was diluted with water, washed with diethyl ether, acidified with concentrated HCl, extracted with ethyl acetate and evaporated to dryness. The residue was recrystallized from hexane to afford 1.2 g (92%) of 3-oxo-3-[4-(2-trifluoromethyl-benzoyl)-piperazin-1-yl]-propionic acid. LCMS: 345.1 (M+1)+, 96%
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08039463B2 |
| Source dataset | uspto-grants-2011_10 |
| ORD ID | ord-1c74b5daac1c4d43b1fd1a79744c0757 |
| Source note | uspto-grants-2011_10 |