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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1525865Generated: October 26, 2026

Potassium Carbonate → 9-(1-(4-Bromo-2-fluorophenyl)ethyl)-4-cyclopropyl-1-oxa-4,9-diazaspiro[5.5]undecan-3-one

https://huagongshe.com/reaction/1525865

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPotassium CarbonateHCID 11430—
ReactantHCID 69083351HCID 69083351—
Reactant4-Bromo-1-(1-bromoethyl)-2-fluorobenzeneHCID 82969496—
SolventWaterHCID 962—
SolventDimethylformamideHCID 6228—
Product9-(1-(4-Bromo-2-fluorophenyl)ethyl)-4-cyclopropyl-1-oxa-4,9-diazaspiro[5.5]undecan-3-oneHCID 7127077198.9%

Reaction Steps

A solution of 4-cyclopropyl-1-oxa-4,9-diazaspiro[5.5]undecan-3-one hydrochloride (2.483 mmol) in N,N-dimethylformamide (10 mL) was treated with potassium carbonate (7.45 mmol) and 4-bromo-1-(1-bromoethyl)-2-fluorobenzene (2.483 mmol). The reaction was stirred at room temperature for three days. The solution was diluted with water (200 mL) and was extracted three times with ethyl acetate. The organic layers were combined, washed with brine (five times), dried over sodium sulfate, filtered and concentrated in vacuo to afford the title compound as a yellow oil (1.01 g, 89%). MS(ES)+ m/e 411.0/412.9 [M+H]+ (bromide isotope pattern).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09084794B2
Source datasetuspto-grants-2015_07
ORD IDord-a8d367901d364514a564ab0290254666
Source noteuspto-grants-2015_07