HuagongsheHuagongshe Chemistry Print Report · For research reference only
Sodium Chloride → Tert-butyl 4-(3-azidopropyl)piperazine-1-carboxylate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Sodium Chloride | HCID 5234 | — |
| Reactant | Ethyl Acetate | HCID 8857 | — |
| Reactant | Sodium Azide | HCID 33557 | — |
| Reactant | tert-Butyl 4-(3-bromopropyl)piperazine-1-carboxylate | HCID 15946517 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | Tert-butyl 4-(3-azidopropyl)piperazine-1-carboxylate | HCID 86625340 | 92.3% |
Reaction Steps
Sodium azide (2.24 g, 34.2 mmol) is added to a stirred solution of 4-(3-bromo-propyl)-piperazine-1-carboxylic acid tert-butyl ester (4.80 g, 15.6 mmol) in anhydrous DMF (DMF) (40 mL). The resultant mixture is heated in an oil bath at 55° C. under nitrogen for 3 days. At ambient temperature, ethyl acetate (160 mL) and half-saturated aqueous sodium chloride (NaCl) (200 mL) are added to the mixture. The organic layer is separated, washed with half-saturated aqueous NaCl (200 mL), dried over magnesium sulfate, filtered, and concentrated to provide the title compound as a dark oil (3.88 g, 92% yield).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07547691B2 |
| Source dataset | uspto-grants-2009_06 |
| ORD ID | ord-3374e6becb9e449ba347afb23579679d |
| Source note | uspto-grants-2009_06 |