HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triethylamine → (trans)-3-[3-(4-Bromo-phenyl)-acryloyl]-4-methyl-5-phenyl-oxazolidin-2-one
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | (4R,5S)-(+)-4-Methyl-5-phenyl-2-oxazolidinone | HCID 2733812 | — |
| Reactant | ethyl (1R,2R)-2-(4-bromophenyl)cyclopropanecarboxylate | HCID 66578655 | — |
| Solvent | Acetonitrile | HCID 6342 | — |
| Product | (trans)-3-[3-(4-Bromo-phenyl)-acryloyl]-4-methyl-5-phenyl-oxazolidin-2-one | HCID 69159075 | — |
Reaction Steps
A mixture of 3-(4-bromo-phenyl)-1-imidazol-1-yl-propenone (1.05 eq) from Step 1, (4R,5S)-(+)-4-methyl-5-phenyl-2-oxazolidinone (1.0 eq) or (−)-isomer and Et3N (1.2 eq) in CH3CN (0.2M) was refluxed overnight. The resulting mixture was cooled to rt, filtered on a pad of silica gel and concentrated. Crystallization in hexane:Et2O afforded the title compound as a white solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07342024B2 |
| Source dataset | uspto-grants-2008_03 |
| ORD ID | ord-1a8463b735fb4bbfb25d310832674a66 |
| Source note | uspto-grants-2008_03 |