Pentylamine → N-[(2'-nitro-1,1'-biphenyl-4-yl)methyl]-N-pentylamine

HRID 492289

반응식

HRID 492289 반응식
[CH3:1][CH2:2][CH2:3][CH2:4][CH2:5][NH2:6].C(=O)([O-])[O-].[K+].[K+].[N+:13]([C:16]1[CH:21]=[CH:20][CH:19]=[CH:18][C:17]=1[C:22]1[CH:27]=[CH:26][C:25]([CH2:28]Br)=[CH:24][CH:23]=1)([O-:15])=[O:14].C(OCC)(=O)C>CN(C)C=O>[N+:13]([C:16]1[CH:21]=[CH:20][CH:19]=[CH:18][C:17]=1[C:22]1[CH:27]=[CH:26][C:25]([CH2:28][NH:6][CH2:5][CH2:4][CH2:3][CH2:2][CH3:1])=[CH:24][CH:23]=1)([O-:15])=[O:14]

참가 물질

6

반응물 4

HCID 8060PentylamineHCID 8857Ethyl AcetateHCID 11430Potassium CarbonateHCID 117790721,1'-Biphenyl, 4'-(bromomethyl)-2-nitro-

생성물 1

HCID 17860716N-[(2'-nitro-1,1'-biphenyl-4-yl)methyl]-N-pentylamine수율 77%

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

실험 절차

n-Amylamine (0.54 g) and potassium carbonate (0.98 g) were suspended in dimethylformamide (3.5 mL), and [[2′-nitro-1,1′-biphenyl-4-yl]methyl] bromide (0.51 g) was added in portions. Four hours later, ethyl acetate (20 mL) was added, and the resulting mixture was washed once with water (40 mL) and twice with brine (90 mL, each). The organic layer was dried over anhydrous sodium sulfate and then concentrated under reduced pressure. The residue was subjected to chromatography on a silica gel column (chloroform/ethyl acetate) to afford N-[(2′-nitro-1,1′-biphenyl-4-yl)methyl]-N-pentylamine as a yellow oil (0.40 g). Yield: 77%.

후처리

  1. washthe resulting mixture was washed once with water (40 mL) and twice with brine (90 mL
  2. dry with materialThe organic layer was dried over anhydrous sodium sulfate
  3. concentrationconcentrated under reduced pressure

출처 및 근거

ORD 기록
ord-2f06d0472f194e309a6ff5cff80b3326
출처 데이터셋
uspto-grants-2009_05
특허 번호
US07531576B2

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