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Potassium Carbonate → 1-Methyl-4-[4-nitro-3-(propan-2-yloxy)phenyl]piperazine

HRID 518813
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HRID 518813 반응식
F[C:2]1[CH:7]=[CH:6][C:5]([N+:8]([O-:10])=[O:9])=[C:4]([O:11][CH:12]([CH3:14])[CH3:13])[CH:3]=1.[CH3:15][N:16]1[CH2:21][CH2:20][NH:19][CH2:18][CH2:17]1.C(=O)([O-])[O-].[K+].[K+]>CS(C)=O.O>[CH3:15][N:16]1[CH2:21][CH2:20][N:19]([C:2]2[CH:7]=[CH:6][C:5]([N+:8]([O-:10])=[O:9])=[C:4]([O:11][CH:12]([CH3:14])[CH3:13])[CH:3]=2)[CH2:18][CH2:17]1
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참가 물질

6

반응물 3

HCID 11430Potassium CarbonateHCID 531671-MethylpiperazineHCID 106318324-Fluoro-1-nitro-2-(propan-2-yloxy)benzene

생성물 1

HCID 866979831-Methyl-4-[4-nitro-3-(propan-2-yloxy)phenyl]piperazine수율 97%

시약·촉매·용매 2

HCID 679Dimethyl Sulfoxide용매HCID 962
Water
용매

실험 절차

A mixture of 10.0 g of 4-fluoro-1-nitro-2-(propan-2-yloxy)benzene, 10.0 g of 1-methylpiperazine and 10.4 g of potassium carbonate in 93 ml of DMSO is stirred at ambient temperature overnight. The mixture is diluted with 160 ml of water and extracted three times with 150 ml of ethyl acetate. The organic phases are dried over magnesium sulfate and concentrated under vacuum. The residue is purified on 200 g of silica, elution being carried out with dichloromethane/methanol (98/2 then 95/5), so as to obtain 13.6 g of 1-methyl-4-[4-nitro-3-(propan-2-yloxy)phenyl]piperazine in the form of a yellow oil.

후처리

  1. extractionextracted three times with 150 ml of ethyl acetate
  2. dry with materialThe organic phases are dried over magnesium sulfate
  3. concentrationconcentrated under vacuum
  4. customThe residue is purified on 200 g of silica, elution

출처 및 근거

ORD 기록
ord-1b1f6372aca04743aa148a4577efee38
출처 데이터셋
uspto-grants-2015_08
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US09115140B2

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