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

HRID 1610889

反応式

HRID 1610889 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.C[CH:13]1[N:18]([CH2:19][C:20]2[CH:25]=[CH:24][C:23]([Cl:26])=[C:22]([Cl:27])[CH:21]=2)[CH2:17][CH2:16][N:15](CC(NC(=O)C2C=CC(C)=CC=2)C(C)C)[CH2:14]1.C(N(CC)CC)C>C(Cl)Cl.C(OCC)(=O)C>[Cl:27][C:22]1[CH:21]=[C:20]([CH:25]=[CH:24][C:23]=1[Cl:26])[CH2:19][N:18]1[CH2:13][CH2:14][N:15]([CH:5]2[CH2:6][CH2:7][CH2:8][CH2:9][CH:4]2[N+:1]([O-:3])=[O:2])[CH2:16][CH2:17]1

参加物

6

反応物 3

HCID 8471TriethylamineHCID 757131-NitrocyclohexeneHCID 22257752n-{1(Rs)-[3-methyl-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-b2f72d369ac4403eb8c24bd71580a379
出典データセット
uspto-grants-2006_01
特許番号
US06984637B2

関連ノート

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