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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 347307Generated: October 29, 2026

Trifluoroacetic acid → 2,8-Diazaspiro[4.5]decan-1-one, 4-(4-fluorophenyl)-

https://huagongshe.com/reaction/347307

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTrifluoroacetic acidHCID 6422—
ReactantSodium HydroxideHCID 14798—
Reactant4-(4-Fluoro-phenyl)-1-oxo-2,8-diaza-spiro[4.5]decane-8-carboxylic acid tert-butyl esterHCID 11530363—
SolventDichloromethaneHCID 6344—
Product2,8-Diazaspiro[4.5]decan-1-one, 4-(4-fluorophenyl)-HCID 1163911968%

Reaction Conditions

Temperature0 °C

Reaction Steps

A solution of 4-(4-fluoro-phenyl)-1-oxo-2,8-diaza-spiro[4.5]decane-8-carboxylic acid tert-butyl ester (46.0 g, 132 mmol) in DCM (260 mL) containing TFA (150 mL, 1.32 mol) was stirred vigorously at 0° C. for 15 min. The reaction mixture was then poured into NaOH (3 N, 200 mL) and the product extracted with DCM (3×100 mL). The combined organic extracts were then washed with water (100 mL) and brine (100 mL) and then dried over sodium sulfate. Filtration and evaporation afforded the title compound (22.14 g, 68%) as a white solid after trituration from ethyl acetate. MS: m/e=249.2 (M+H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07173133B2
Source datasetuspto-grants-2007_02
ORD IDord-a4a8b216717c4c10af17803d57ee0104
Source noteuspto-grants-2007_02