HuagongsheHuagongshe Chemistry Print Report · For research reference only
Cesium carbonate → 1-(3-Bromophenyl)pyrrolidin-2-one
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Cesium carbonate | HCID 10796 | — |
| Reactant | Benzene, 1-bromo-3-iodo- | HCID 11561 | — |
| Reactant | 2-Pyrrolidone | HCID 12025 | — |
| Catalyst | copper(I) bromide | HCID 24593 | — |
| Solvent | Dimethyl Sulfoxide | HCID 679 | — |
| Product | 1-(3-Bromophenyl)pyrrolidin-2-one | HCID 899668 | 57.9% |
Reaction Steps
To a flask charged with Cs2CO3 (4.74 g), Copper(I) bromide (99 mg), and ethyl-2-cyclohexanone-carboxylate (248 mg) was added 3 mL of DMSO under an argon atmosphere. 1-bromo-3-iodobenzene (2.0 g) was added followed by a solution of 2-pyrrolidinone (715 mg) in 3 mL of DMSO. The reaction mixture was stirred at rt for 16 h and then heated to 90° C. for 24 h. The mixture was filtered over celite, concentrated and purified by flash chromatography (65:35 hexanes:ethyl acetate) to afford 983 mg of 1-(3-Bromo-phenyl)-pyrrolidin-2-one as a brown solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08008298B2 |
| Source dataset | uspto-grants-2011_08 |
| ORD ID | ord-d385712d649f47c2bc6dbce0af6a1464 |
| Source note | uspto-grants-2011_08 |