HuagongsheHuagongshe Chemistry Print Report · For research reference only
Phenylacetic Acid → 2-phenyl-N-propylacetamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Phenylacetic Acid | HCID 999 | — |
| Reactant | Propylamine | HCID 7852 | — |
| Reactant | 1-Hydroxybenzotriazole | HCID 75771 | — |
| Reactant | 1,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochloride | HCID 2723939 | — |
| Solvent | Acetonitrile | HCID 6342 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | 2-phenyl-N-propylacetamide | HCID 3113370 | — |
Reaction Steps
EDAC.HCl (959 mg, 5 mmol) was added to a mixture of phenylacetic acid (681 mg, 5 mmol), propylamine (411 μL, 5 mmol) and HOBT (676 mg, 5 mmol) in 5 mL of CH3CN. The reaction was stirred for 72 hours. After this time, the mixture was diluted with AcOEt. The organic layer was washed three times with HCl 2N, three times with NaOH 2N, dried over MgSO4 and concentrated. A with solid was obtained (576 mg, 65%). NMR 1H (ppm, CDCl3): 7.39-7.24 (m, 5H), 5.38 (br. s., 1H), 3.57 (s, 2H), 3.20-3.13 (m, 2H), 1.45 (sex. J3=7.19 Hz, 2H), 0.83 (t, J3=7.40 Hz, 3H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07956216B2 |
| Source dataset | uspto-grants-2011_06 |
| ORD ID | ord-a4f2a6a8ba0a41ab845b857266c8eee8 |
| Source note | uspto-grants-2011_06 |