HuagongsheHuagongshe Chemistry Print Report · For research reference only
Hydrochloric Acid → 3-(1-Benzyl-piperidin-4-ylamino)-propan-1-ol
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | 3-Amino-1-propanol | HCID 9086 | — |
| Reactant | Sodium Hydroxide | HCID 14798 | — |
| Reactant | 1-Benzyl-4-piperidone | HCID 19220 | — |
| Reactant | Sodium triacetoxyborohydride | HCID 5049666 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | 3-(1-Benzyl-piperidin-4-ylamino)-propan-1-ol | HCID 3153466 | 58.7% |
Reaction Steps
16.5 g of 3-aminopropanol and 41.7 g of 1-benzyl-4-piperidone are dissolved in 350 ml of methylene chloride and 56 g of sodium triacetoxy-borohydride are slowly added at about 10° C. The mixture is stirred overnight at ambient temperature, then acidified with dilute hydrochloric acid while cooling and then made alkaline with conc. sodium hydroxide solution. The organic phase is separated off, the aqueous phase is washed once more with 150 ml of methylene chloride. The combined organic phases are dried over sodium sulphate and the solvent is eliminated in vacuo. 32 g of 1-benzyl-4-(3-hydroxy-propylamino)-piperidine are obtained as a yellow oil, which is used without further purification in the next reaction step.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06747044B2 |
| Source dataset | uspto-grants-2004_06 |
| ORD ID | ord-6711517e198747158f0c905f5ff645b6 |
| Source note | uspto-grants-2004_06 |