1-Acetylpiperazine → 1-[4-(2-Methyl-3-nitrophenyl)piperazin-1-yl]ethanone

HRID 71

Reaktionsgleichung

Reaktionsgleichung von HRID 71
CC(=O)N1CCNCC1.Cc1c(Br)cccc1[N+](=O)[O-]>CC(=O)O.CC(=O)O.CC1(C)c2cccc(P(c3ccccc3)c3ccccc3)c2Oc2c(P(c3ccccc3)c3ccccc3)cccc21.Cc1ccccc1.O=C([O-])[O-].[Cs+].[Cs+].[Pd]>CC(=O)N1CCN(c2cccc([N+](=O)[O-])c2C)CC1

Komponenten

7

Reaktionsbedingungen

Temperatur
100 °C

Versuchsvorschrift

1-bromo-2-methyl-3-nitrobenzene (500 mg, 2.31 mmol), (9,9-dimethyl-9H-xanthene-4,5-diyl)bis(diphenylphosphine) (201 mg, 0.35 mmol) and cesium carbonate (1131 mg, 3.47 mmol) and diacetoxypalladium (52.0 mg, 0.23 mmol) were dissolved in toluene (10 mL) and sealed into a microwave tube degazed and purged with argon. The reaction was heated to 100 °C, over a period of 12 hours. The reaction mixture was cooled down to room temperature, filtered and the residue was evaporated. The crude product was purified by flash chromatography on silica gel eluting with 0 to 10% methanol in dichloromethane. The solvent was evaporated to dryness to afford 1-(4-(2-methyl-3-nitrophenyl)piperazin-1-yl)ethanone (600 mg, 98 %) as a solid.

Quellen und Nachweise

ORD-Eintrag
ord-57be3c43ca2f40d482cab5a1bd42b5d5
Quelldatensatz
750 AstraZeneca ELN dataset
Originallink
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