HuagongsheHuagongshe Chemistry Print Report · For research reference only
3-Hydroxypiperidine → 1-(2-Thiopheneacetyl)-3-hydroxypiperidine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 3-Hydroxypiperidine | HCID 23293 | — |
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | 2-Thiopheneacetyl chloride | HCID 162362 | — |
| Reactant | Ethyl 1-benzoyl-3-piperidinecarboxylate | HCID 3784394 | — |
| Product | 1-(2-Thiopheneacetyl)-3-hydroxypiperidine | HCID 18760265 | 66.1% |
Reaction Steps
This reaction was run in the same manner as ethyl 1-benzoyl-3-piperidinecarboxylate, starting with commercially available 3-hydroxypiperidine (1.03 g; 10.2 mmol) and 2-thiopheneacetyl chloride (1.2 ml; 10 mmol) and diisopropylethylamine (1.9 ml; 10.9 mmol). The crude product was purified by chromatography on silica, eluting with 100% ethyl acetate, giving 1-(2-thiopheneacetyl)-3-hydroxypiperidine (1.49 g) as a yellow oil, which solidified on standing. MS m/z (positive ion) 248 (M+Na+; 50), 226 (MH+; 100).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06664271B1 |
| Source dataset | uspto-grants-2003_12 |
| ORD ID | ord-e7dd3b5d16804143ab01cc7939349073 |
| Source note | uspto-grants-2003_12 |