HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triethyl phosphonoacetate → Ethyl azepan-3-ylacetate hydrochloride
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triethyl phosphonoacetate | HCID 13345 | — |
| Reactant | Sodium hydride | HCID 24758 | — |
| Reactant | 1-Benzylazepan-3-one | HCID 15152264 | — |
| Reactant | Hydrogen chloride-ethyl acetate | HCID 21866389 | — |
| Reactant | Ethyl(1-benzylazepane-3-ylidene)acetate | HCID 86619134 | — |
| Catalyst | Palladium | HCID 23938 | — |
| Solvent | Ethanol | HCID 702 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | Ethyl azepan-3-ylacetate hydrochloride | HCID 67196857 | — |
Reaction Steps
Sodium hydride and 1-benzylazepan-3-one were added to a THF solution of ethyl diethoxyphosphorylacetate with ice-cooling, and the mixture was stirred at ambient temperature for 2 hours to yield a stereoisomeric mixture of ethyl (1-benzylazepan-3-ylidene)acetate, which was treated with 4M HCl-EtOAc solution, followed by adding EtOH and 10% palladium on activated carbon and stirring under hydrogen atmosphere at ambient temperature for 15 hours to yield ethyl azepan-3-ylacetate hydrochloride.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07947690B2 |
| Source dataset | uspto-grants-2011_05 |
| ORD ID | ord-7dba38f338db40d7bb67d72c3cb339d2 |
| Source note | uspto-grants-2011_05 |