HuagongsheHuagongshe Chemistry Print Report · For research reference only
Ammonia → 3-(4-Bromo-phenyl)-3-(4-chloro-phenyl)-propionamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Ammonia | HCID 222 | — |
| Reactant | 1,1'-Carbonyldiimidazole | HCID 68263 | — |
| Reactant | 3-(4-Bromo-phenyl)-3-(4-chloro-phenyl)-propionic acid | HCID 57691396 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | 3-(4-Bromo-phenyl)-3-(4-chloro-phenyl)-propionamide | HCID 57691394 | 36% |
Reaction Steps
A solution of 3-(4-Bromo-phenyl)-3-(4-chloro-phenyl)-propionic acid* (0.25 g, 0.74 mmol) and 1,1′-carbonyldiimidazole (0.24 g, 1.47 mmol) in dichloromethane was stirred for 45 minutes before the addition of ammonia (2M solution in methanol, 3.68 ml, 7.36 mmol). The reaction mixture was stirred for 2 hours, solvent removed under reduced pressure and residue was purified over flash silica chromatography eluting with ethyl acetate/petroleum ether (1:4) to afford the title compound (0.091 g, 36% yield). LC/MS: (PS-A2) Rt 3.08 [M+H]+ 339.93.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08247576B2 |
| Source dataset | uspto-grants-2012_08 |
| ORD ID | ord-9bb2fd86d9444774a883d357e6757afc |
| Source note | uspto-grants-2012_08 |