HuagongsheHuagongshe Chemistry Print Report · For research reference only
p-Aminoacetophenone → HCID 17539973, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | p-Aminoacetophenone | HCID 7468 | — |
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | 1-(tert-Butoxycarbonyl)-4-piperidinecarboxylic acid | HCID 392871 | — |
| Reactant | O-[(Ethoxycarbonyl)cyanomethylenamino]-N,N,N',N'-tetramethyluronium tetrafluoroborate | HCID 2733286 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 17539973 | HCID 17539973 | 70.4% |
Reaction Steps
To a solution of 4-aminoacetophenone (6.76 g, 50 mmol) in DMF (250 ml) were added TOTU (16.40 g, 50 mmol), boc-isonipecotic acid (11.46 g, 50 mmol) and DIPEA (8.6 ml, 50 mmol). The reaction mixture was stirred at ambient temperature for 12 h. The solvent was removed in vacuo. The residue was redissolved in ethyl acetate (250 ml) and washed with sat. sodium hydrogen carbonate solution (2×50 ml), hydrochloric acid (1 N, 50 ml) and brine (50 ml). The organic phase was dried over sodium sulfate, evaporated and recrystallized from ethyl acetate. The product was obtained as white crystalline solid (yield: 12.2 g, 70%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08143242B2 |
| Source dataset | uspto-grants-2012_03 |
| ORD ID | ord-942a1b145372435a9e75c1f6b238f45f |
| Source note | uspto-grants-2012_03 |