Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 342Generated: October 24, 2026

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

https://huagongshe.com/en/reaction/342

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 (0.110 mL, 1.00 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. Heated to 150C for 1h, still no reaction, the reaction was discarded.

Provenance & Evidence

Source dataset750 AstraZeneca ELN dataset
ORD IDord-1f028ee237f04c2e9096e33f82aadddf
Source note750 AstraZeneca ELN dataset