HuagongsheHuagongshe Chemistry Print Report · For research reference only
Phenethylamine → HCID 68619645, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Phenethylamine | HCID 1001 | — |
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | Benzotriazol-1-yloxy-tris(dimethylamino)phosphonium hexafluorophosphate | HCID 151348 | — |
| Reactant | 3-Oxocyclobutane-1-carboxylic acid | HCID 4913358 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 68619645 | HCID 68619645 | 64.9% |
Reaction Steps
Acid, 3-oxocyclobutanecarboxylic acid (12.7 g, 0.11 mol), N-benzylmethylamine (15.7 mL, 0.12 mol), and triethylamine (48 mL, 0.33 mol) were dissolved in DMF (100 mL). BOP (49 g, 11 mol) was added at 0° C. under stirring in argon. The mixture was stirred at 20° C. for 20 h, evaporated, and the residue was dried at 0.5 mmHg. The residue was purified by chromatography (silica gel, 63-100 μm, 750 mL, CCl4→CHCl3, CHCl3/MeOH 100:0→95:5). The title compound (15.5 g, 64%) was obtained as a colorless oil. 1H NMR-data (DMSO-d6): 7.20 (m, 5H, Ph); 4.62 s, 4.55 s (2H, CH2); 3.46-3.62 (m, 1H); 3.28 (m, 4H,); 2.85 s, 2.94 s (3H, NCH3).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07812040B2 |
| Source dataset | uspto-grants-2010_10 |
| ORD ID | ord-1e003e7212fe430ea6d7a90e3ad83eb1 |
| Source note | uspto-grants-2010_10 |