HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → Benzyl 4-(naphthalen-2-ylsulfonyl)piperazine-1-carboxylate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Pyridine | HCID 1049 | — |
| Reactant | Benzyl chloroformate | HCID 10387 | — |
| Reactant | 1-(Naphthalene-2-sulfonyl)piperazine hydrochloride | HCID 22721815 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | Benzyl 4-(naphthalen-2-ylsulfonyl)piperazine-1-carboxylate | HCID 66847628 | 50.8% |
Reaction Steps
In a two neck round bottom flask, 1-(naphthalene-2-ylsulfonyl)piperazine hydrochloride (compound 4, 0.72 mmoles, 0.200 g) and pyridine (7.22 mmoles, 2 mL) were charged in DCM (20 mL) at 0° C. CBZCl (1.08 mmoles, 0.30 g) was added slowly at the same temperature and then allowed the reaction mixture to stir for 3 h at room temperature. After completion of the reaction, water (10 mL) was added and extracted with DCM (2×20 mL). The combined organic layers were washed with brine (1×20 mL), dried over Na2SO4 and concentrated under reduced pressure. The crude product was purified by Column Chromatography (Silica gel 60-120, MeOH/DCM) to obtain the title compound (0.150 g, 50.6%) as an off-white solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09115086B2 |
| Source dataset | uspto-grants-2015_08 |
| ORD ID | ord-df7945fc9dd4478997cf08b28e1c7008 |
| Source note | uspto-grants-2015_08 |