Dimethylformamide → N-Methyl-N-phenylbenzylamine

HRID 432204

反応式

HRID 432204 の反応式
[H-].[Na+].[C:3]1([NH:9][CH2:10][C:11]2[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=2)[CH:8]=[CH:7][CH:6]=[CH:5][CH:4]=1.[CH3:17]N(C)C=O>>[CH2:10]([N:9]([CH3:17])[C:3]1[CH:4]=[CH:5][CH:6]=[CH:7][CH:8]=1)[C:11]1[CH:12]=[CH:13][CH:14]=[CH:15][CH:16]=1

参加物

4

反応物 3

HCID 6228DimethylformamideHCID 24758Sodium hydrideHCID 66028Benzylaniline

生成物 1

HCID 69191N-Methyl-N-phenylbenzylamine

実験手順

60% dispersion of sodium hydride in mineral oil (2.37 g, 0.0592 mol) was added to a solution of N-phenyl-N-benzylamine (10.33 g, 0.0564 mol) in anhydrous N,N-dimethylformamide (200 mL) at 0° C. The reaction mixture was warmed up to ambient temperature and stirred for 45 min. lodomethane (7.99 g, 0.0564 mol) was added dropwise and the stirring at ambient temperature was continued under an atmosphere of nitrogen for 20 hours. The solvent was removed under reduced pressure and the residue partitioned between ethyl acetate (250 mL) and water (200 mL). The organic phase was dried with magnesium sulfate and concentrated under reduced pressure. The residue was purified by flash chromatography on silica using ethyl acetate/n-heptane (2:98) as mobile phase to yield N-benzyl-N-methyl-N-phenylamine (4.4 g, 0.0223 mol) as a yellow oil.

後処理

  1. additionwas added dropwise
  2. waitthe stirring at ambient temperature was continued under an atmosphere of nitrogen for 20 hours
  3. customThe solvent was removed under reduced pressure
  4. customthe residue partitioned between ethyl acetate (250 mL) and water (200 mL)
  5. dry with materialThe organic phase was dried with magnesium sulfate
  6. concentrationconcentrated under reduced pressure
  7. customThe residue was purified by flash chromatography on silica

出典と根拠

ORDレコード
ord-ec1a3995c94a4c5ea7fbc3db5345061d
出典データセット
uspto-grants-2003_12
特許番号
US06660744B1

関連ノート

読み込み中…