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

HRID 338907노트

반응식

HRID 338907 반응식
[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]

참가 물질

7

반응물 4

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

생성물 1

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

시약·촉매·용매 2

HCID 679Dimethyl Sulfoxide용매HCID 3283Diethyl Ether용매

실험 절차

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.

후처리

  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)

출처 및 근거

ORD 기록
ord-b8eb06ee73c644ff80fe07819fc9fddf
출처 데이터셋
uspto-grants-2014_11
특허 번호
US08889704B2

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