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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 338344Generated: October 31, 2026

Ethyl Acetate → Tert-butyl 4-(3-(4-bromophenoxy)propyl)piperazine-1-carboxylate

https://huagongshe.com/reaction/338344

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthyl AcetateHCID 8857—
ReactantCesium carbonateHCID 10796—
Reactanttert-Butyl piperazine-1-carboxylateHCID 143452—
Reactant1-Bromo-4-(3-bromopropoxy)benzeneHCID 347924—
SolventAcetonitrileHCID 6342—
ProductTert-butyl 4-(3-(4-bromophenoxy)propyl)piperazine-1-carboxylateHCID 8669869075%

Reaction Conditions

Temperature75 °C

Reaction Steps

To a mixture of 1-bromo-4-(3-bromopropoxy)benzene (300 mg, 1.02 mmol) and tert-butyl piperazine-1-carboxylate (144 mg, 1.02 mmol) in acetonitrile (6.0 mL) was added Cs2CO3 (365 mg, 1.10 mmol). The mixture was stirred at 75° C. for 5 hours. The mixture was poured into ethyl acetate and washed with water. The organic phase was dried over sodium sulfate, filtered, and concentrated to give the title compound (300 mg, 75% yield) as a yellow oil. 1H NMR (400 MHz, CDCl3): δ 7.40 (d, 2H), 6.75 (d, 2H), 3.95 (m, 2H), 3.42 (m, 4H), 2.54 (t, 2H), 2.40 (m, 4H), 2.01-1.89 (m, 2H), 1.50-1.40 (s, 9H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08889730B2
Source datasetuspto-grants-2014_11
ORD IDord-289cb62432784151a3ad2f99283d2e5b
Source noteuspto-grants-2014_11