HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triethylamine → 1,4-Bis(phenylmethyl)-2-piperazinepropanoic acid
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | Benzathine | HCID 8793 | — |
| Reactant | Ethyl 2,3-dibromopropionate | HCID 97945 | — |
| Solvent | Benzene | HCID 241 | — |
| Product | 1,4-Bis(phenylmethyl)-2-piperazinepropanoic acid | HCID 85576268 | 89.7% |
Reaction Steps
To a solution of 43.29 g (166.0 mmol) of ethyl 2,3-dibromopropionate in 145 ml of benzene warmed at 40° C. was added dropwise a solution of 40 g (166.0 mmol) of N,N'-dibenzylethylenediamine and 46.2 ml (166.0 mmol) of triethylamine in 40 ml of benzene. The vigourous stirred suspension was heated under reflux overnight, cooled and filtered. The benzene layer was washed three times with 50 ml of water. The organic layer was dried over magnesium sulfate. After evaporation 58.95 g of a thick oil was obtained which was purified by chromatography using dichloromethane/ethyl acetate (90:10) to yield 50.4 g (89.7%) of title compound.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US04965273 |
| Source dataset | uspto-grants-1990_10 |
| ORD ID | ord-bd9c4a97c91c4561a61e65c0ddb872e9 |
| Source note | uspto-grants-1990_10 |