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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 516999Generated: October 25, 2026

Water → Benzyl 4-(naphthalen-2-ylsulfonyl)piperazine-1-carboxylate

https://huagongshe.com/reaction/516999

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantPyridineHCID 1049—
ReactantBenzyl chloroformateHCID 10387—
Reactant1-(Naphthalene-2-sulfonyl)piperazine hydrochlorideHCID 22721815—
SolventDichloromethaneHCID 6344—
ProductBenzyl 4-(naphthalen-2-ylsulfonyl)piperazine-1-carboxylateHCID 6684762850.8%

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

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09115086B2
Source datasetuspto-grants-2015_08
ORD IDord-df7945fc9dd4478997cf08b28e1c7008
Source noteuspto-grants-2015_08