HuagongsheHuagongshe Chemistry Print Report · For research reference only
Thionyl Chloride → HCID 51063834, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Thionyl Chloride | HCID 24386 | — |
| Reactant | HCID 10377591 | HCID 10377591 | — |
| Solvent | Methanol | HCID 887 | — |
| Product | HCID 51063834 | HCID 51063834 | 98% |
Reaction Steps
Methyl 1-(3-chlorophenyl)-5-oxopyrrolidine-3-carboxylate (Ref: Tetrahedron, 62:4011-4017 (2006)). To a cold solution of MeOH (8.35 mL) (0° C.) was added thionyl chloride (0.335 mL, 4.59 mmol) dropwise. After 30 min, Intermediate 10 (1 g, 4.17 mmol) was added, and the reaction mixture was warmed to rt. The reaction mixture was then concentrated and the residue dissolved in EtOAc, washed with saturated NaHCO3, H2O and brine. The organic layers were dried over Na2SO4, filtered and concentrated to yield the desired product (1.04 g, 98%) as yellow oil. MS(ESI) m/z: 254.0 (M+H)+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09221818B2 |
| Source dataset | uspto-grants-2015_12 |
| ORD ID | ord-a6f73162d43c411988544ba535be9cfa |
| Source note | uspto-grants-2015_12 |