Methyl iodide → 2-Chloro-5-(methoxymethyl)pyridine

HRID 242244

반응식

HRID 242244 반응식
[CH3:1]C([O-])(C)C.[K+].[Cl:7][C:8]1[N:13]=[CH:12][C:11]([CH2:14][OH:15])=[CH:10][CH:9]=1.IC>C1COCC1>[Cl:7][C:8]1[CH:9]=[CH:10][C:11]([CH2:14][O:15][CH3:1])=[CH:12][N:13]=1

참가 물질

5

반응물 3

HCID 6328Methyl iodideHCID 177161(6-Chloropyridin-3-yl)methanolHCID 23665647Potassium tert-butoxide

생성물 1

HCID 190109212-Chloro-5-(methoxymethyl)pyridine

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

실험 절차

2.6 g (23.0 mmol) potassium tert-butylate are dissolved in 50 ml THF. 3.0 g (20.9 mmol) (6-chloropyridin-3-yl)methanol are added and the mixture is stirred at RT for 15 min. 4.4 g (31.3 mmol) iodomethane are then added and the mixture is stirred for approx. 30 min until the slightly exothermic reaction has subsided. The solvent is removed, the residue is taken up in methylene chloride and the mixture is washed twice with water. The mixture is dried over magnesium sulfate and concentrated and the residue is purified by column chromatography over silica gel (Biotage chromatography, mobile phase: cyclohexane/ethyl acetate 85:15).

후처리

  1. stirringthe mixture is stirred for approx. 30 min until the slightly exothermic reaction
  2. customThe solvent is removed
  3. washthe mixture is washed twice with water
  4. dry with materialThe mixture is dried over magnesium sulfate
  5. concentrationconcentrated
  6. customthe residue is purified by column chromatography over silica gel (Biotage chromatography, mobile phase: cyclohexane/ethyl acetate 85:15)

출처 및 근거

ORD 기록
ord-9814ec3cdbe941e5b1cf3db5ec028312
출처 데이터셋
uspto-grants-2014_02
특허 번호
US08653111B2

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