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 | — |
| Reactant | HCID 178418361 | HCID 178418361 | — |
| Catalyst | HCID 178418390 | HCID 178418390 | — |
| Solvent | Ethanol | HCID 702 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | Ethyl azepan-3-ylacetate hydrochloride | HCID 67196857 | — |
Reaction Steps
Sodium hydride and 1-benzylazepane-3-one were added to a THF solution of ethyl diethoxyphosphorylacetate under ice cooling and stirred for two hours at room temperature to give a stereoisomeric mixture of ethyl(1-benzylazepane-3-ylidene)acetate. After the obtained stereoisomeric mixture of ethyl(1-benzylazepane-3-ylidene)acetate was processed with 4M HCl-EtOAc solution, EtOH and 10% palladium carbon were added and stirred for 15 hours at room temperature under the hydrogen atmosphere to give ethyl azepane-3-ylacetate hydrochloride.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07557112B2 |
| Source dataset | uspto-grants-2009_07 |
| ORD ID | ord-558f13f39a3c4606846a96222559fbfa |
| Source note | uspto-grants-2009_07 |