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

HRID 1835245

반응식

HRID 1835245 반응식
[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

참가 물질

6

반응물 3

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

생성물 1

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

시약·촉매·용매 2

HCID 6344Dichloromethane용매HCID 8857Ethyl Acetate용매

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-9a663b65c61646248fdcf92e622b2e97
출처 데이터셋
uspto-grants-2004_08
특허 번호
US06770650B2

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