4-Nitrobenzyl chloride → 1-(4-Nitrobenzyl)piperidine

HRID 552124

반응식

HRID 552124 반응식
Cl[CH2:2][C:3]1[CH:8]=[CH:7][C:6]([N+:9]([O-:11])=[O:10])=[CH:5][CH:4]=1.C(=O)([O-])[O-].[K+].[K+].[NH:18]1[CH2:23][CH2:22][CH2:21][CH2:20][CH2:19]1>C(#N)C>[N+:9]([C:6]1[CH:7]=[CH:8][C:3]([CH2:2][N:18]2[CH2:23][CH2:22][CH2:21][CH2:20][CH2:19]2)=[CH:4][CH:5]=1)([O-:11])=[O:10]

참가 물질

5

반응물 3

HCID 74824-Nitrobenzyl chlorideHCID 8082PiperidineHCID 11430Potassium Carbonate

생성물 1

HCID 7835411-(4-Nitrobenzyl)piperidine수율 70%

시약·촉매·용매 1

HCID 6342Acetonitrile용매

실험 절차

To a solution of 0.34 g (2.0 mmol, 1.0 eq.) of 1-(chloromethyl)-4-nitrobenzene in 20 mL of acetonitrile was added 0.83 g (6.0 mmol, 3.0 eq.) of potassium carbonate and 0.4 mL (4.0 mmol, 2.0 eq.) of piperidine. The reaction mixture was heated at reflux for 16 h. The reaction mixture was allowed to cool to room temperature, filtered and the solvent removed in vacuo. The resulting residue was purified by preparative TLC to give 0.31 g (1.4 mmol, 70%) of 1-(4-nitrobenzyl)piperidine (I-27).

후처리

  1. temperatureThe reaction mixture was heated
  2. temperatureat reflux for 16 h
  3. filtrationfiltered
  4. customthe solvent removed in vacuo
  5. customThe resulting residue was purified by preparative TLC

출처 및 근거

ORD 기록
ord-14f438f7dd8349eab32f6271c140cd50
출처 데이터셋
uspto-grants-2011_05
특허 번호
US07951803B2

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