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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1778452Generated: October 31, 2026

Water → tert-Butyl 4-ethyl-3-oxopiperazine-1-carboxylate

https://huagongshe.com/reaction/1778452

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantIodoethaneHCID 6340—
ReactantSodium hydrideHCID 24758—
ReactantTert-butyl 3-oxopiperazine-1-carboxylateHCID 3157178—
SolventDiethyl EtherHCID 3283—
SolventDimethylformamideHCID 6228—
SolventEthyl AcetateHCID 8857—
Producttert-Butyl 4-ethyl-3-oxopiperazine-1-carboxylateHCID 18783917—

Reaction Conditions

Temperature0 °C

Reaction Steps

To a slurry of tert-butyl 3-oxopiperazine-1-carboxylate (10 g, 49.9 mmol) in 250 mL of DMF, NaH (60% in mineral oil) (2.1 g, 52.4 mmol) was added in portions. The mixture was stirred for 15 min after completion of addition, cooled to 0° C. and iodoethane (5.62 mL, 69.92 mmol) slowly added over 3 min. The resultant suspension was stirred at rt for 2 h. Water was slowly added (400 mL) and then 250 mL of 1:1 ethyl acetate:diethyl ether. The layers were separated and then the organic phase was washed with brine, dried over sodium sulfate, filtered and concentrated to afford tert-butyl 4-ethyl-3-oxopiperazine-1-carboxylate as a colorless oil weighing 6.4 g which was used directly in the next step.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09266895B2
Source datasetuspto-grants-2016_02
ORD IDord-ccd8ae32147542f8a6a50b87ea4b52c5
Source noteuspto-grants-2016_02