HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → 2-(2-benzofuranylmethyl)Piperidine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Potassium Hydroxide | HCID 14797 | — |
| Reactant | Hydrazine hydrate (1:1) | HCID 24654 | — |
| Reactant | (RS)-2-(2-Benzofuranylcarbonyl)-1-(tert-butyloxycarbonyl)piperidine | HCID 23146395 | — |
| Solvent | Diethylene Glycol | HCID 8117 | — |
| Product | 2-(2-benzofuranylmethyl)Piperidine | HCID 23146245 | 36% |
Reaction Steps
To a solution of (RS)-2-(2-benzofuranylcarbonyl)-1-(tert-butyloxycarbonyl)piperidine (0.30 g, 0.91 mmol) in diethylene glycol (20 g), was added hydrazine hydrate (0.16 ml, 2.79 mmol) and the resultant mixture heated at 170° C. for 30 min. then cooled to room temperature. Potassium hydroxide (0.44 g, 7.86 mmol) was added and the mixture heated at 200° C. for 18 h. The resultant was then poured into water (100 ml) and extracted with diethyl ether (3×20 ml). The combined organic extracts were dried (Na2SO4) and evaporated in vacuo to give the title compound (10 mg, 36%) as a golden oil.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07893090B2 |
| Source dataset | uspto-grants-2011_02 |
| ORD ID | ord-a37636c93155455a8b50ee307c21c234 |
| Source note | uspto-grants-2011_02 |