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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1411333Generated: November 3, 2026

Water → tert-Butyl 4-(4-(ethoxycarbonyl)phenyl)piperazine-1-carboxylate

https://huagongshe.com/reaction/1411333

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantPotassium CarbonateHCID 11430—
ReactantBenzoic acid, 4-fluoro-, ethyl esterHCID 67976—
Reactanttert-Butyl piperazine-1-carboxylateHCID 143452—
SolventDimethyl SulfoxideHCID 679—
Producttert-Butyl 4-(4-(ethoxycarbonyl)phenyl)piperazine-1-carboxylateHCID 1170976460%

Reaction Conditions

Temperature120 °C

Reaction Steps

A mixture of piperazine-1-carboxylic acid tert-butyl ester (18.6 g, 0.1 mol), 4-fluoro-benzoic acid ethyl ester (16.8 g, 1 mol) and potassium carbonate (0.15 mol) in dimethylsulfoxide (100 mL) was stirred at 120° C. for 24 h. The reaction mixture was cooled to room temperature and poured into water (1 L). The solid precipitate was filtered, washed with water, and concentrated to dryness to provide the title compound (20 g, 60% yield) as a white solid. 1H NMR (CDCl3, 400 MHz) δ (ppm) 7.91 (d, 2H), 6.83 (d, 2H), 4.30 (q, 2H), 3.55 (m, 4H), 3.26 (m, 4H), 1.46 (s, 9H), 1.32 (t, 3H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08921372B2
Source datasetuspto-grants-2014_12
ORD IDord-adc6265a0e1341eda45184cfcb1365dc
Source noteuspto-grants-2014_12