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

HRID 71
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인쇄 미리보기

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HRID 71 반응식
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
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참가 물질

7

반응물 2

HCID 837951-AcetylpiperazineHCID 1235372-Bromo-6-nitrotoluene

생성물 1

HCID 685929771-[4-(2-Methyl-3-nitrophenyl)piperazin-1-yl]ethanone수율 98.46%

시약·촉매·용매 4

HCID 10796Cesium carbonate시약HCID 6360441,1'-(9,9-Dimethyl-9H-xanthene-4,5-diyl)bis(1,1-diphenylphosphine)촉매
HCID 4144353
Palladium (II) acetate
촉매
HCID 1140Toluene용매

반응 조건

온도
100 °C

실험 절차

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.

출처 및 근거

ORD 기록
ord-57be3c43ca2f40d482cab5a1bd42b5d5
출처 데이터셋
750 AstraZeneca ELN dataset
원본 링크
출처 보기

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