HuagongsheHuagongshe Chemistry Print Report · For research reference only
Methanol → HCID 57951162, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Methanol | HCID 887 | — |
| Reactant | Methyl 4-chlorobenzoate | HCID 14307 | — |
| Reactant | Sodium hydride | HCID 24758 | — |
| Reactant | Ammonium Chloride | HCID 25517 | — |
| Reactant | HCID 57951116 | HCID 57951116 | — |
| Solvent | Toluene | HCID 1140 | — |
| Product | HCID 57951162 | HCID 57951162 | 88% |
Reaction Steps
Add (R)-5-(3-fluoro-phenyl)-1-(4-trifluoromethoxy-phenyl)-pyrrolidin-2-one (0.89 g, 2.63 mmol) to a suspension of sodium hydride (0.61 g, 15.36 mmol) in dry toluene (40 mL) and stir at room temperature under nitrogen. Add methanol (0.29 mL, approx. 16 mmol) followed by methyl p-chlorobenzoate (1.2 g, 7.0 mmol). Heat under reflux overnight. Cool, add aqueous NH4Cl solution, extract with ethyl acetate. Collect the organic phase, dry over anhydrous magnesium sulfate, evaporate and purify on a silica gel column (isohexane-ethyl acetate) to give the titled compound (1.1 g, 88% yield) MS (m/z): 478 (M+1).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08168659B2 |
| Source dataset | uspto-grants-2012_05 |
| ORD ID | ord-7977f3292444416d88e45bc2866baf54 |
| Source note | uspto-grants-2012_05 |