HuagongsheHuagongshe Chemistry Print Report · For research reference only
Methanol → Methyl 1-(4-fluorophenyl)-2-oxopyrrolidine-3-carboxylate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Methanol | HCID 887 | — |
| Reactant | Tetrahydrofuran | HCID 8028 | — |
| Reactant | Trimethylsilyldiazomethane | HCID 167693 | — |
| Reactant | 1-(4-Fluorophenyl)-2-oxo-3-pyrrolidinecarboxylic acid | HCID 4182007 | — |
| Solvent | Diethyl Ether | HCID 3283 | — |
| Product | Methyl 1-(4-fluorophenyl)-2-oxopyrrolidine-3-carboxylate | HCID 67347273 | 98% |
Reaction Steps
To a solution of 1-(4-fluorophenyl)-2-oxopyrrolidine-3-carboxylic acid (0.20 g, 0.90 mmol) in a mixture of Et2O (6 mL), MeOH (2 mL), and THF (2 mL) was added (diazomethyl)trimethylsilane (1.1 mL, 2.0 M) at 0° C. The resulting mixture was stirred for 30 minutes at room temperature, quenched with AcOH, and diluted with EtOAc. The organic layer was washed with water, NaHCO3 solution (2×), and brine, dried over MgSO4, and concentrated under reduced pressure to give the desired product (0.206 g, 98%). LRMS (ESI pos) m/e 238.0 (M+1).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08003662B2 |
| Source dataset | uspto-grants-2011_08 |
| ORD ID | ord-0da64529774e4f90b5d51c511746a493 |
| Source note | uspto-grants-2011_08 |