Triethylamine → 1-(3,4-Dichlorobenzyl)-4-(2-nitrocyclohexyl)piperazine

HRID 1835245

反応式

HRID 1835245 の反応式
[N+:1]([C:4]1[CH2:9][CH2:8][CH2:7][CH2:6][CH:5]=1)([O-:3])=[O:2].Cl.Cl.[Cl:12][C:13]1[CH:14]=[C:15]([CH:38]=[CH:39][C:40]=1[Cl:41])[CH2:16][N:17]1[CH2:22][CH2:21][N:20](C[C@@H](NC(=O)C2C=CC(C)=CC=2)C(C)C)[CH2:19][CH2:18]1.C(N(CC)CC)C>C(Cl)Cl.C(OCC)(=O)C>[Cl:12][C:13]1[CH:14]=[C:15]([CH:38]=[CH:39][C:40]=1[Cl:41])[CH2:16][N:17]1[CH2:22][CH2:21][N:20]([CH:5]2[CH2:6][CH2:7][CH2:8][CH2:9][CH:4]2[N+:1]([O-:3])=[O:2])[CH2:19][CH2:18]1

参加物

6

反応物 3

HCID 8471TriethylamineHCID 757131-NitrocyclohexeneHCID 9958340n-{1 (s)-[4-(3,4-Dichlorobenzyl)piperazin-1-ylmethyl]-2-methylpropyl}-4-methylbenzamide dihydrochloride salt

生成物 1

HCID 222577511-(3,4-Dichlorobenzyl)-4-(2-nitrocyclohexyl)piperazine収率 50.5%

試薬・触媒・溶媒 2

HCID 6344Dichloromethane溶媒HCID 8857Ethyl Acetate溶媒

実験手順

A mixture of 1-nitrocyclohexene (311 mg, 2.45 mmol), dichlorobenzylpiperazine [prepared as described in Example 1] (600 mg, 2.45 mmol), and triethylamine (512 μl, 3.68 mmol) in methylene chloride (10 ml) was stirred at room temperature under nitrogen atmosphere for 17 h. The reaction mixture was diluted with ethyl acetate, washed with an aqueous sodium bicarbonate solution, dried over magnesium sulfate and concentrated in vacuo. The residue was chromatographed with hexanes/ethyl acetate (2:1) as the eluant to provide 1-(3,4-dichlorobenzyl)-4-(2-nitrocyclohexyl)piperazine (461 mg) as an oil.

後処理

  1. washwashed with an aqueous sodium bicarbonate solution
  2. dry with materialdried over magnesium sulfate
  3. concentrationconcentrated in vacuo
  4. customThe residue was chromatographed with hexanes/ethyl acetate (2:1) as the eluant

出典と根拠

ORDレコード
ord-9a663b65c61646248fdcf92e622b2e97
出典データセット
uspto-grants-2004_08
特許番号
US06770650B2

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