HuagongsheHuagongshe Chemistry Print Report · For research reference only
Hydrochloric Acid → 3-(3-Methoxyphenyl)piperidine hydrochloride
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | Methanol | HCID 887 | — |
| Reactant | 3-(Phenoxymethyl)pyridine | HCID 12474431 | — |
| Catalyst | Adams' catalyst | HCID 345198 | — |
| Product | 3-(3-Methoxyphenyl)piperidine hydrochloride | HCID 19987255 | — |
Reaction Steps
To a solution of 3-(3-pyridinyl)methoxybenzene (22.0 g, 0.099 mol) in methanol (250 ml), PtO2 (2 g) and conc. HCl (30 ml) were added and the mixture was hydrogenated at 0.34 MPa in a Parr apparatus. After complete hydrogenation, the catalyst was filtered off Most of the solvent was evaporated, the residue was made alkaline with 1M NaOH and extracted with ether. The ether-phase was dried (Na2SO4) and the solvent evaporated giving 18 g of the amine product. The hydrochloride was made and then recrystallized from ethanol/ether yielding 20.9 g (93%), mp. 137-138.5° C.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US04937346 |
| Source dataset | uspto-grants-1990_06 |
| ORD ID | ord-190a2a928088492197e067a8915bba0f |
| Source note | uspto-grants-1990_06 |