HuagongsheHuagongshe Chemistry Print Report · For research reference only
1-Cinnamylpiperazine → 2-(Ethoxy)-2-oxoethyl trans-4-(3-phenylprop-2-en-1-yl)piperazine-1-carboxylate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 1-Cinnamylpiperazine | HCID 726896 | — |
| Reactant | Ethyl [(phenoxycarbonyl)oxy]acetate | HCID 12094709 | — |
| Solvent | Toluene | HCID 1140 | — |
| Product | 2-(Ethoxy)-2-oxoethyl trans-4-(3-phenylprop-2-en-1-yl)piperazine-1-carboxylate | HCID 67305516 | 35.3% |
Reaction Steps
A solution of 1.40 g (6.93 mmol) of trans-1-cinnamylpiperazine and 1.74 g (7.76 mmol) of ethyl{[(phenoxy)carbonyl]oxy}acetate (J. Med. Chem., 1999, 42, 277-290) in 15 ml of toluene is heated at 80° C. overnight. It is evaporated to dryness and the residue is taken up in 50 ml of ethyl acetate. It is washed with 2 times 20 ml of water and 1 times 10 ml of saturated aqueous sodium chloride solution. It is dried over sodium sulphate and evaporated to dryness. The residue is purified by chromatography on silica gel, eluting with a 50/50 mixture of cyclohexane and ethyl acetate, then with ethyl acetate, to give 0.814 g of product in the form of a pale yellow oil.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07482346B2 |
| Source dataset | uspto-grants-2009_01 |
| ORD ID | ord-33fefda3eeda40a3914791a5e94b15c1 |
| Source note | uspto-grants-2009_01 |