HuagongsheHuagongshe Chemistry Print Report · For research reference only
2-(4-Chlorophenyl)ethylamine → Methyl (4-{[2-(4-chlorophenyl)ethyl]carbamoyl}phenyl)acetate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 2-(4-Chlorophenyl)ethylamine | HCID 67430 | — |
| Reactant | Methanaminium, N-((dimethylamino)(3H-1,2,3-triazolo(4,5-b)pyridin-3-yloxy)methylene)-N-methyl-, hexafluorophosphate(1-) (1:1) | HCID 9886157 | — |
| Reactant | 4-(2-Methoxy-2-oxoethyl)benzoic acid | HCID 13816144 | — |
| Solvent | Acetonitrile | HCID 6342 | — |
| Solvent | Diisopropylethylamine | HCID 81531 | — |
| Product | Methyl (4-{[2-(4-chlorophenyl)ethyl]carbamoyl}phenyl)acetate | HCID 86659540 | — |
Reaction Steps
To a solution of 4-(2-methoxy-2-oxoethyl)benzoic acid (1.00 g) in acetonitrile (50 ml), N,N-diisopropyl ethyl amine (2.63 ml), O-(7-azabenzotriazol-1-yl)-1,1,3,3-tetramethyluronium hexafluorophosphate (2.94 g) and 2-(4-chlorophenyl)ethylamine (790 ml) were added, and the mixed solution was stirred at room temperature for 16 hours. The solvent was removed by evaporation under reduced pressure, and the resulting crude product was purified by column chromatography (neutral OH type silica gel, ethyl acetate/n-hexane=30 to 50%) to give methyl (4-{[2-(4-chlorophenyl)ethyl]carbamoyl}phenyl)acetate (2.02 g).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08461329B2 |
| Source dataset | uspto-grants-2013_06 |
| ORD ID | ord-7740787c91a0493ab5296f4bbfac262a |
| Source note | uspto-grants-2013_06 |