Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 341Generated: October 24, 2026

1-Bromo-4-fluorobenzene → 4-(4-Fluorophenyl)piperazin-2-one

https://huagongshe.com/en/reaction/341

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1-Bromo-4-fluorobenzeneHCID 9993—
ReactantPiperazin-2-oneHCID 231360—
ReagentSodium t-butoxideHCID 23676156—
Catalyst1,1'-(9,9-Dimethyl-9H-xanthene-4,5-diyl)bis(1,1-diphenylphosphine)HCID 636044—
CatalystPalladium (II) acetateHCID 4144353—
SolventTolueneHCID 1140—
Product4-(4-Fluorophenyl)piperazin-2-oneHCID 534149910%

Reaction Conditions

Temperature150 °C

Reaction Steps

diacetoxypalladium (11.21 mg, 0.05 mmol) and (9,9-dimethyl-9H-xanthene-4,5-diyl)bis(diphenylphosphine) (28.9 mg, 0.05 mmol) were dissolved in toluene (0.5 mL) under nitrogen. Stirred at 50C for 30min. sodium 2-methylpropan-2-olate (96 mg, 1.00 mmol) and piperazin-2-one (50 mg, 0.50 mmol) were added to a second microwave vial and inerted with nitrogen. 1-bromo-4-fluorobenzene (0.055 mL, 0.50 mmol) and toluene (0.500 mL) were added. The catalyst solution wad added to the reaction mixture and the resulting solution was stirred at 100C for 1h in the microwave. No reaction. Then 150C for 1h, still no reaction. The reaction was discarded.

Provenance & Evidence

Source dataset750 AstraZeneca ELN dataset
ORD IDord-cc7dfeae12f6444baf8a8a863fd60e2b
Source note750 AstraZeneca ELN dataset