Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1619330Generated: November 2, 2026

Water → (9H-Fluoren-9-yl)methyl 3-oxopiperazine-1-carboxylate

https://huagongshe.com/reaction/1619330

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantSodium CarbonateHCID 10340—
Reactant9-Fluorenylmethyl chloroformateHCID 34367—
ReactantPiperazin-2-oneHCID 231360—
SolventSodium ChlorideHCID 5234—
Solvent1,4-DioxaneHCID 31275—
Product(9H-Fluoren-9-yl)methyl 3-oxopiperazine-1-carboxylateHCID 49760364103.9%

Reaction Steps

To a solution of piperazin-2-one (2 g, 20 mmol, 1 equiv), Na2CO3 (4.2 g, 40 mmol, 2 equiv) and water (20 mL) in 1,4-dioxane (60 mL) was added Fmoc-Cl (5.7 g, 22 mmol, 1.1 equiv) at 0° C. After the reaction mixture was stirred at room temperature for 4 h, it was diluted with saturated NaCl (200 mL). The solution was extracted with ethyl acetate (3×50 mL) and dried over Na2SO4. The combined organic layers were concentrated to give 6.7 g of the desired product, which was directly used for the next step without further purification. MS (ESI): 323 (MH+).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08772301B2
Source datasetuspto-grants-2014_07
ORD IDord-ee728980c8ca4fcdba6d775252948adc
Source noteuspto-grants-2014_07