HuagongsheHuagongshe Chemistry Print Report · For research reference only
Iodine → 2-(4-Bromo-2-chlorophenyl)-1,3-oxazole
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Iodine | HCID 807 | — |
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | Triphenylphosphine | HCID 11776 | — |
| Reactant | 4-Bromo-2-chloro-N-(2-oxoethyl)benzamide | HCID 22313781 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | 2-(4-Bromo-2-chlorophenyl)-1,3-oxazole | HCID 22313782 | 20% |
Reaction Steps
To a stirred solution of 4-bromo-2-chloro-N-(2-oxoethyl)benzamide (1.00 g, 3.617 mmol) in CH2Cl2 (30 mL) were added triphenylphosphine (1.90 g, 7.234 mmol), iodine (1.84 g, 7.234 mmol) and triethylamine (2.0 mL, 14.47 mmol) at room temperature. After 24 hour, the mixture was washed with water (20 mL), dried over MgSO4. Removal of the solvent, gave an oily recidue, which was purified by flash chromatography eluting with ethyl acetate/hexane (1/5) to give title compound (0.185 g, 20% yield).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06603008B1 |
| Source dataset | uspto-grants-2003_08 |
| ORD ID | ord-28f5235f7fd94425bacb3390a13fa483 |
| Source note | uspto-grants-2003_08 |