HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → Benzyl 4-(3-hydroxypropyl)piperidine-1-carboxylate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | Benzyl chloroformate | HCID 10387 | — |
| Reactant | 4-Piperidinepropanol | HCID 81497 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | Benzyl 4-(3-hydroxypropyl)piperidine-1-carboxylate | HCID 14989193 | 67.7% |
Reaction Steps
To a stirred mixture of methylene chloride (400 ml) and water (40 ml) are added dropwise benzyloxycarbonyl chloride (100 g) and a solution of 3-(4-piperidyl)propanol (84 g) and triethylamine (65 g) in methylene chloride (100 ml) for 45 minutes at room temperature. After addition is completed, stirring is continued for further 1 hour. The methylene chloride layer is separated, washed with water, dried over anhydrous magnesium sulfate and concentrated under reduced pressure. Vacuum distillation of the oily residue is carried out to remove the low boiling material (50°-60° C./5 mmHg). 3-(1-Benzyloxycarbonyl-4-piperidyl)propanol (110 g) is obtained as a yellow oily residue.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US04591458 |
| Source dataset | uspto-grants-1986_05 |
| ORD ID | ord-005d6efe11d24c179d57afc70367f3a9 |
| Source note | uspto-grants-1986_05 |