4-Fluorobenzyl chloride → (r)-1-(4-Fluorobenzyl)-3-methylpiperazine

HRID 11624

反応式

HRID 11624 の反応式
[CH3:1][C@@H:2]1[CH2:7][NH:6][CH2:5][CH2:4][NH:3]1.[F:8][C:9]1[CH:16]=[CH:15][C:12]([CH2:13]Cl)=[CH:11][CH:10]=1.C(=O)([O-])O.[Na+]>C(O)C>[F:8][C:9]1[CH:16]=[CH:15][C:12]([CH2:13][N:6]2[CH2:5][CH2:4][NH:3][C@H:2]([CH3:1])[CH2:7]2)=[CH:11][CH:10]=1

参加物

5

反応物 3

HCID 96024-Fluorobenzyl chlorideHCID 516892Sodium BicarbonateHCID 73304342-Methylpiperazine, (R)-

生成物 1

HCID 11600914(r)-1-(4-Fluorobenzyl)-3-methylpiperazine収率 53.3%

試薬・触媒・溶媒 1

HCID 702Ethanol溶媒

実験手順

To a solution of (2R)-2-methyl-piperizine (4.5 g, 45 mmol) in ethanol (80 mL) was added 4-fluorobenzyl chloride (5.38 mL, 45.0 mmol) and sodium hydrogen carbonate (11.3 g, 135 mmol). The reaction was refluxed overnight, cooled and concentrated. The remaining residue was diluted with dichloromethane and washed with water. The organic layer was separated and concentrated to give a clear oil. Chromatography on silica gel gave the title compound (5.0 g).

後処理

  1. temperatureThe reaction was refluxed overnight
  2. temperaturecooled
  3. concentrationconcentrated
  4. additionThe remaining residue was diluted with dichloromethane
  5. washwashed with water
  6. customThe organic layer was separated
  7. concentrationconcentrated
  8. customto give a clear oil

出典と根拠

ORDレコード
ord-47c853a443844d0ebba44d6152144a8d
出典データセット
uspto-grants-2006_08
特許番号
US07098212B2

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