Water → 8-(1-Methoxy-2-methylpropan-2-yl)-2-methylquinoline

HRID 338907ノート

反応式

HRID 338907 の反応式
[CH3:1][C:2]([C:6]1[CH:7]=[CH:8][CH:9]=[C:10]2[C:15]=1[N:14]=[C:13]([CH3:16])[CH:12]=[CH:11]2)([CH3:5])[CH2:3][OH:4].I[CH3:18].[H-].[Na+].O>CS(C)=O.CCOCC>[CH3:18][O:4][CH2:3][C:2]([C:6]1[CH:7]=[CH:8][CH:9]=[C:10]2[C:15]=1[N:14]=[C:13]([CH3:16])[CH:12]=[CH:11]2)([CH3:1])[CH3:5]

参加物

7

反応物 4

HCID 962WaterHCID 6328Methyl iodideHCID 24758Sodium hydrideHCID 709839442-Methyl-2-(2-methylquinolin-8-yl)propan-1-ol

生成物 1

HCID 709834928-(1-Methoxy-2-methylpropan-2-yl)-2-methylquinoline収率 93.8%

試薬・触媒・溶媒 2

HCID 679Dimethyl Sulfoxide溶媒HCID 3283Diethyl Ether溶媒

実験手順

To a solution of 2-methyl-2-(2-methylquinolin-8-yl)propan-1-ol (0.43 g, 2.00 mmol) and iodomethane (0.37 mL, 5.99 mmol) in DMSO (10 mL) was added NaH (0.16 g, 3.99 mmol) at ambient temperature and stirred at ambient temperature for 30 minutes. Water (10 mL) and ether (40 mL) were added. The organic layer was separated, washed with brine, dried (sodium sulfate), filtered and concentrated under reduced pressure. The residue was purified by flash chromatography on silica gel (5:1 hexane/ethyl acetate) to give 8-(1-methoxy-2-methylpropan-2-yl)-2-methylquinoline (0.43 g, 93.0%) as an oil.

後処理

  1. customThe organic layer was separated
  2. washwashed with brine
  3. dry with materialdried (sodium sulfate)
  4. filtrationfiltered
  5. concentrationconcentrated under reduced pressure
  6. customThe residue was purified by flash chromatography on silica gel (5:1 hexane/ethyl acetate)

出典と根拠

ORDレコード
ord-b8eb06ee73c644ff80fe07819fc9fddf
出典データセット
uspto-grants-2014_11
特許番号
US08889704B2

反応ノート

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