HuagongsheHuagongshe Chemistry Print Report · For research reference only
Diisopropylethylamine → Ethyl 1-(2-thiopheneacetyl)-4-methyl-3-piperidinecarboxylate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | 2-Thiopheneacetyl chloride | HCID 162362 | — |
| Reactant | Ethyl 1-benzoyl-3-piperidinecarboxylate | HCID 3784394 | — |
| Reactant | Ethyl 4-methylpiperidine-3-carboxylate | HCID 13658603 | — |
| Product | Ethyl 1-(2-thiopheneacetyl)-4-methyl-3-piperidinecarboxylate | HCID 18760279 | 74.1% |
Reaction Steps
This reaction was run in the same manner as ethyl 1-benzoyl-3-piperidinecarboxylate, starting with ethyl 4-methyl-3-piperidinecarboxylate (531.8 mg; 3.11 mmol), diisopropylethylamine (600 μl; 3.44 mmol), and thiopheneacetyl chloride (382 μl; 3.11 mmol). The crude product was purified by chromatography on silica eluting with 50% ethyl acetate/50% hexane, giving ethyl 1-(2-thiopheneacetyl)-4-methyl-3-piperidinecarboxylate (681.2 mg) as a yellow oil. MS m/z (positive ion) 397 (MH++Et3N; 70), 296 (MH+; 100).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06664271B1 |
| Source dataset | uspto-grants-2003_12 |
| ORD ID | ord-a8c8525f067f4a6388e3f73df5f225c1 |
| Source note | uspto-grants-2003_12 |