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 (0.249, 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 | US08541461B2 |
| Source dataset | uspto-grants-2013_09 |
| ORD ID | ord-f0d8fb3a326849fba3da29817735ab46 |
| Source note | uspto-grants-2013_09 |