HuagongsheHuagongshe Chemistry Print Report · For research reference only
Propargyl bromide → Tert-butyl 4-(pent-4-yn-1-yl)piperazine-1-carboxylate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Propargyl bromide | HCID 7842 | — |
| Reactant | Sodium hydride | HCID 24758 | — |
| Reactant | Tert-butyl 4-(2-hydroxyethyl)piperazine-1-carboxylate | HCID 735736 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | Tert-butyl 4-(pent-4-yn-1-yl)piperazine-1-carboxylate | HCID 21838636 | 108.5% |
Reaction Steps
To a refluxing solution of 1.67 g of sodium hydride in 20 mL of tetrahydrofuran was added dropwise a solution of 9.00 g of 1-tert-butoxycarbonyl-4-(2-hydroxyethyl)piperazine in 15 mL of tetrahydrofuran and then 5.63 g of propargyl bromide was added dropwise to the resultant mixture. After completion of the reaction, the mixture was concentrated, poured into ice-water, and the mixture was extracted with ethyl acetate. The organic layer was dried over anhydrous magnesium sulfate and evaporated to give 10.70 g of the title compound.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05969138 |
| Source dataset | uspto-grants-1999_10 |
| ORD ID | ord-ad4c5a0c0c834327ad87fcd91896f013 |
| Source note | uspto-grants-1999_10 |