HuagongsheHuagongshe Chemistry Print Report · For research reference only
Potassium Carbonate → HCID 610345, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | 1-Bromo-4-nitrobenzene | HCID 11466 | — |
| Reactant | 2-Oxazolidinone | HCID 73949 | — |
| Reactant | L-Proline | HCID 145742 | — |
| Catalyst | Copper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI) | HCID 24350 | — |
| Solvent | 1,4-Dioxane | HCID 31275 | — |
| Product | HCID 610345 | HCID 610345 | 27% |
Reaction Steps
To a mixture of 1-bromo-4-nitrobenzene (5.00 g, 25 mmol) and oxazolidin-2-one (3.23 g, 37 mmol) in dioxane (25 mL) were added L-proline (285 mg, 2.5 mmol), CuI (238 mg, 1.2 mmol) and K2CO3 (6.90 g, 50 mmol). The resultant mixture was stirred under N2 at 110° C. for 63 h and then evaporated. The residue was diluted with EA/water (40 mL/40 mL). The mixture was filtered and the resultant aqueous layer was extracted with EA (30 mL×5). The combined organic layers were washed with brine, dried over NaSO4, concentrated and purified by silica gel column chromatography (DCM to DCM:MeOH=50:1) to afford desired as a yellow solid (1.40 g, yield 27%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09138427B2 |
| Source dataset | uspto-grants-2015_09 |
| ORD ID | ord-97af6a23b3cd4b9e82e02de09f5d1136 |
| Source note | uspto-grants-2015_09 |