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

HRID 552124

反応式

HRID 552124 の反応式
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]

参加物

5

反応物 3

HCID 74824-Nitrobenzyl chlorideHCID 8082PiperidineHCID 11430Potassium Carbonate

生成物 1

HCID 7835411-(4-Nitrobenzyl)piperidine収率 70%

試薬・触媒・溶媒 1

HCID 6342Acetonitrile溶媒

実験手順

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).

後処理

  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

出典と根拠

ORDレコード
ord-14f438f7dd8349eab32f6271c140cd50
出典データセット
uspto-grants-2011_05
特許番号
US07951803B2

関連ノート

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