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

HRID 242244

反応式

HRID 242244 の反応式
[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

参加物

5

反応物 3

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

生成物 1

HCID 190109212-Chloro-5-(methoxymethyl)pyridine

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒

実験手順

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).

後処理

  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)

出典と根拠

ORDレコード
ord-9814ec3cdbe941e5b1cf3db5ec028312
出典データセット
uspto-grants-2014_02
特許番号
US08653111B2

関連ノート

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