Methyl iodide → 4-Dimethylamino-1-methyl-4-phenyl-cyclohexane carbaldehyde

HRID 1477209ノート

反応式

HRID 1477209 の反応式
[CH3:1][N:2]([CH3:17])[C:3]1([C:11]2[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=2)[CH2:8][CH2:7][CH:6]([CH:9]=[O:10])[CH2:5][CH2:4]1.[C:18](O[K])(C)(C)C.CI>ClCCl>[CH3:1][N:2]([CH3:17])[C:3]1([C:11]2[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=2)[CH2:8][CH2:7][C:6]([CH3:18])([CH:9]=[O:10])[CH2:5][CH2:4]1

参加物

5

反応物 3

HCID 6328Methyl iodideHCID 104439064-Dimethylamino-4-phenylcyclohexanecarbaldehydeHCID 178418922HCID 178418922、化合物

生成物 1

HCID 866346824-Dimethylamino-1-methyl-4-phenyl-cyclohexane carbaldehyde

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

実験手順

A solution of the title compound from step 1 (11.6 g, 50.0 mmol) in abs. dichloromethane (200 mL) was mixed with tert-BuOK (6.50 g, 58.0 mmol) and methyl iodide (3.42 mL, 55.0 mmol) at 0° C. in argon. After 30 min the batch was heated to RT and then stirred overnight (solid separated out). The reaction mixture was washed with water and saturated NaCl solution (50 mL), dried over Na2SO4, concentrated to low volume in a vacuum and the remaining residue purified by flash chromatography with ethyl acetate/MeOH 20:1.

後処理

  1. custom(solid separated out)
  2. washThe reaction mixture was washed with water and saturated NaCl solution (50 mL)
  3. dry with materialdried over Na2SO4
  4. concentrationconcentrated to low volume in a vacuum
  5. customthe remaining residue purified by flash chromatography with ethyl acetate/MeOH 20:1

出典と根拠

ORDレコード
ord-d007b93799a44017a471782931aed507
出典データセット
uspto-grants-2016_08
特許番号
US09403767B2

反応ノート

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