HuagongsheHuagongshe Chemistry Print Report · For research reference only
Hydrochloric Acid → 4-[4-(3,3,3-Trifluoropropoxy)phenoxy]piperidine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | Tert-butyl 4-[4-(3,3,3-trifluoropropoxy)phenoxy]piperidine-1-carboxylate | HCID 66592935 | — |
| Solvent | 1,4-Dioxane | HCID 31275 | — |
| Product | 4-[4-(3,3,3-Trifluoropropoxy)phenoxy]piperidine | HCID 66592852 | — |
Reaction Steps
4M HCl in dioxane (10 mL) was added to tert-butyl 4-[4-(3,3,3-trifluoropropoxy)phenoxy]piperidine-1-carboxylate (550 mg). The mixture was stirred at ambient temperature for 10 minutes. The mixture was then concentrated at reduced pressure and triturated with diethyl ether and stirred for 10 minutes. The resulting precipitate was filtered and dried under vacuum to give 4-[4-(3,3,3-trifluoropropoxy)phenoxy]piperidine as the hydrochloride salt (286 mg); NMR Spectrum: (DMSOd6) 1.76-1.88 (m, 2H), 2.01-2.12 (m, 2H), 2.66-2.82 (m, 2H), 2.97-3.10 (m, 2H), 3.14-3.27 (m, 2H), 4.15 (t, 2H), 4.46-4.56 (m, 1H), 6.87-6.98 (m, 4H), 9.03 (bs, 2H); Mass Spectrum: M+H+ 290.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08129412B2 |
| Source dataset | uspto-grants-2012_03 |
| ORD ID | ord-c9b4d3c471c74fdcbeb6f636c35d0439 |
| Source note | uspto-grants-2012_03 |