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

HRID 518813
ノート
印刷プレビュー

反応式

HRID 518813 の反応式
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
参加物実験手順後処理出典と根拠反応ノート

参加物

6

反応物 3

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

生成物 1

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

試薬・触媒・溶媒 2

HCID 679Dimethyl Sulfoxide溶媒HCID 962
Water
溶媒

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-1b1f6372aca04743aa148a4577efee38
出典データセット
uspto-grants-2015_08
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US09115140B2

反応ノート

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