HuagongsheHuagongshe Chemistry Print Report · For research reference only
Dimethylformamide → 4-Bromo-N-(3-tert-butyl-phenyl)-3-fluoro-benzamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Dimethylformamide | HCID 6228 | — |
| Reactant | 1-Ethyl-3-(3'-dimethylaminopropyl)carbodiimide | HCID 15908 | — |
| Reactant | 3-tert-Butylaniline | HCID 79334 | — |
| Reactant | 4-Bromo-3-fluorobenzoic acid | HCID 2773341 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | 4-Bromo-N-(3-tert-butyl-phenyl)-3-fluoro-benzamide | HCID 59318165 | — |
Reaction Steps
To 3-tert-butyl-phenylamine was added 4-bromo-3-fluoro-benzoic acid, DMF (21 mL) and EDCI and were stirred at room temperature overnight. The reaction was diluted with DCM (8 mL) and was washed with HCl (1 M, 8 mL), NaOH (1 M, 8 mL), and brine (5 mL), dried over Na2SO4, and concentrated by stream of nitrogen. The resulting viscous oil was purified by flash chromatography with increasing concentration ethyl acetate in hexanes to afford the product. LCMS calcd for C17H17FNO (m/e) 349, obsd 350 (M+H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08324385B2 |
| Source dataset | uspto-grants-2012_12 |
| ORD ID | ord-32d0305ea5424f888bd1eb2c8a954617 |
| Source note | uspto-grants-2012_12 |