Diethyl Ether → HCID 178526638、化合物

HRID 726257ノート

反応式

HRID 726257 の反応式
[H-].[Na+].[N+:3]([C:6]1[CH:7]=[C:8]([OH:12])[CH:9]=[CH:10][CH:11]=1)([O-:5])=[O:4].Cl.Cl[CH2:15][CH2:16][C:17]1[N:18]=[CH:19][NH:20][CH:21]=1.C(OCC)C>CN(C)C=O.[I-].C([N+](CCCC)(CCCC)CCCC)CCC>[N+:3]([C:6]1[CH:7]=[C:8]([CH:9]=[CH:10][CH:11]=1)[O:12][CH2:15][CH2:16][C:17]1[N:18]=[CH:19][NH:20][CH:21]=1)([O-:5])=[O:4]

参加物

7

反応物 4

HCID 3283Diethyl EtherHCID 111373-NitrophenolHCID 24758Sodium hydrideHCID 1784785704-(2-chloroethyl)-1H-imidazole hydrochloride

生成物 1

HCID 178526638HCID 178526638、化合物

試薬・触媒・溶媒 2

HCID 67553Tetrabutylammonium Iodide触媒HCID 6228Dimethylformamide溶媒

実験手順

240 mg (60% in oil, 6 mmol) of sodium hydride are added slowly to a solution of 1.67 g (12 mmol) of 3-nitrophenol in 10 ml of dimethylformamide and the mixture is stirred at room temperature for 1 hour. 200 mg (1.2 mmol) of 4-(2-chloroethyl)-1H-imidazole hydrochloride and tetrabutylammonium iodide (catalyst) are added and the mixture is stirred at 80° C. for 3 days. The reaction mixture is cooled and 150 ml of diethyl ether are added. The precipitate is separated by filtration and the filtrate is evaporated under reduced pressure to give a residue which is purified by preparative high performance chromatography. The title compound is converted to the oxalate and crystallized from ethanol, M.p.: 174°-178° C.

後処理

  1. stirringthe mixture is stirred at 80° C. for 3 days
  2. temperatureThe reaction mixture is cooled
  3. customThe precipitate is separated by filtration
  4. customthe filtrate is evaporated under reduced pressure
  5. customto give a residue which
  6. customis purified by preparative high performance chromatography
  7. customcrystallized from ethanol, M.p.: 174°-178° C.

出典と根拠

ORDレコード
ord-b3b65b39165a4864ac2952cb09063ec7
出典データセット
uspto-grants-1998_01
特許番号
US05708171

反応ノート

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