HuagongsheHuagongshe Chemistry Print Report · For research reference only
Hydrochloric Acid → 1-(4-Fluorophenyl)-3-methyl-2-oxopyrrolidine-3-carboxylic acid
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | Lithium Hydroxide | HCID 3939 | — |
| Reactant | Methyl 1-(4-fluorophenyl)-3-methyl-2-oxopyrrolidine-3-carboxylate | HCID 67348985 | — |
| Solvent | Methanol | HCID 887 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | 1-(4-Fluorophenyl)-3-methyl-2-oxopyrrolidine-3-carboxylic acid | HCID 67347395 | 92.4% |
Reaction Steps
LiOH (1.2 mL, 1.19 mmol, 1.0 M in H2O) was added to a solution of methyl 1-(4-fluorophenyl)-3-methyl-2-oxopyrrolidine-3-carboxylate (0.149 g, 0.593 mmol) in a mixture of THF (4.5 mL) and MeOH (1.5 mL) at room temperature for 1 hour. The reaction mixture was acidified with aq. 1 N HCl solution (1.4 mL), extracted with EtOAc, washed with brine, dried over MgSO4, and concentrated to afford the desired product (0.13 g, 92%). 1H-NMR (400 MHz, CD3OD) δ 7.62 (m, 2H), 7.13 (t, 2H), 3.97 (m, 1H), 3.86 (m, 1H), 2.63 (m, 1H), 2.13 (m, 1H), 1.47 (s, 3H); 19F NMR (376 MHz, CD3OD) δ −119.3.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08003662B2 |
| Source dataset | uspto-grants-2011_08 |
| ORD ID | ord-4311d485ff1d468e9843bbb49a0ac63b |
| Source note | uspto-grants-2011_08 |