HuagongsheHuagongshe Chemistry Print Report · For research reference only
Benzenamine, 4-(phenylmethyl)- → N-(4-benzylphenyl)-2-fluoro-4-formylbenzamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Benzenamine, 4-(phenylmethyl)- | HCID 136914 | — |
| Reactant | N,N-Diethyl-2-propanamine | HCID 521913 | — |
| Reactant | Methanaminium, N-((1H-benzotriazol-1-yloxy)(dimethylamino)methylene)-N-methyl-, hexafluorophosphate(1-) (1:1) | HCID 2733084 | — |
| Reactant | 2-Fluoro-4-formylbenzoic acid | HCID 18441958 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | N-(4-benzylphenyl)-2-fluoro-4-formylbenzamide | HCID 57625195 | — |
Reaction Steps
To a solution of 4-benzylbenzenamine (0.100 g, 0.55 mmol), 2-fluoro-4-formylbenzoic acid (0.092 g, 0.55 mmol), N,N-diethylpropan-2-amine (0.10 ml, 0.65 mmol) in DMF (2.00ml) was added HBTU. The reaction mixture was stirred at room temperature for 1 h. The mixture was diluted with EtOAc, washed with water and dried over MgSO4. The solvent was evaporated and the residue was purified by flash chromatography in a EtOAc/Hexene system to give the title compound. MS (ESI) m/z: Calculated; 333.3: Observed; 332.1. 1H NMR (300 MHz, CHLOROFORM-d) δ ppm 10.05-10.10 (1H, m), 8.31-8.44 (2H, m), 7.80-7.85 (1H, m), 7.67-7.73 (1H, m), 7.56-7.62 (2H, m), 7.15-7.40 (6H, m), 3.99 (2H, s)
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08080542B2 |
| Source dataset | uspto-grants-2011_12 |
| ORD ID | ord-d15a70cd33d34da1a008da6589055c8f |
| Source note | uspto-grants-2011_12 |