Methyl iodide → 4-(Methoxymethyl)-1-(4-nitrophenyl)piperidine

HRID 2236834ノート

反応式

HRID 2236834 の反応式
[N+:1]([C:4]1[CH:9]=[CH:8][C:7]([N:10]2[CH2:15][CH2:14][CH:13]([CH2:16][OH:17])[CH2:12][CH2:11]2)=[CH:6][CH:5]=1)([O-:3])=[O:2].I[CH3:19].[H-].[Na+]>CN(C)C=O>[CH3:19][O:17][CH2:16][CH:13]1[CH2:12][CH2:11][N:10]([C:7]2[CH:8]=[CH:9][C:4]([N+:1]([O-:3])=[O:2])=[CH:5][CH:6]=2)[CH2:15][CH2:14]1

参加物

5

反応物 3

HCID 6328Methyl iodideHCID 24758Sodium hydrideHCID 23448266(1-(4-Nitrophenyl)piperidin-4-yl)methanol

生成物 1

HCID 568053064-(Methoxymethyl)-1-(4-nitrophenyl)piperidine収率 60%

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

実験手順

To a 0° C. mixture of [1-(4-nitro-phenyl)-piperidin-4-yl]-methanol and iodomethane (0.25 mL, 4.0 mmol) in N,N-dimethylformamide (3 mL) is added sodium hydride (60% dispersion in mineral oil, 80 mg, 2.0 mmol). The cooling bath is removed and the mixture is stirred at room temperature for five hours before it is re-cooled to 0° C. and quenched by the addition of saturated aqueous sodium hydrogen carbonate solution. The precipitated solid is collected by Büchner filtration, washed with water, and dried under house vacuum to give 4-methoxymethyl-1-(4-nitro-phenyl)-piperidine as pale yellow crystals (0.15 g, 60%).

後処理

  1. customThe cooling bath is removed
  2. temperatureis re-cooled to 0° C.
  3. customquenched by the addition of saturated aqueous sodium hydrogen carbonate solution
  4. filtrationThe precipitated solid is collected by Büchner filtration
  5. washwashed with water
  6. customdried under house vacuum

出典と根拠

ORDレコード
ord-69221af87bc749f0bd52bffe29b655ad
出典データセット
uspto-grants-2010_05
特許番号
US07713994B2

反応ノート

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