Imidazole → 5-[[(1,1-Dimethylethyl)diphenylsilyl]oxy]-2-methylpyridine

HRID 1590093ノート

反応式

HRID 1590093 の反応式
[OH:1][C:2]1[CH:3]=[CH:4][C:5]([CH3:8])=[N:6][CH:7]=1.N1C=CN=C1.[Si:14](Cl)([C:27]([CH3:30])([CH3:29])[CH3:28])([C:21]1[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=1)[C:15]1[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=1>C(Cl)Cl>[Si:14]([O:1][C:2]1[CH:3]=[CH:4][C:5]([CH3:8])=[N:6][CH:7]=1)([C:27]([CH3:30])([CH3:29])[CH3:28])([C:21]1[CH:22]=[CH:23][CH:24]=[CH:25][CH:26]=1)[C:15]1[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=1

参加物

5

反応物 3

HCID 795ImidazoleHCID 142752-Methyl-5-hydroxypyridineHCID 94078tert-Butyldiphenylchlorosilane

生成物 1

HCID 190237195-[[(1,1-Dimethylethyl)diphenylsilyl]oxy]-2-methylpyridine

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

実験手順

A solution of 10.9 g 5-hydroxypicoline, 8.85 g imidazole and 29.9 mL of t-butyldiphenylsilylchloride in 500 mL of CH2Cl2 was stirred for 4 days at 25° C. The mixture was washed with H2O, brine, dried over MgSO4 and concentrated under vacuum. The crude product was purified by silica gel chromatography (EtOAc/Hexane 10:90) to afford the pure title compound as an oil.

後処理

  1. washThe mixture was washed with H2O, brine
  2. dry with materialdried over MgSO4
  3. concentrationconcentrated under vacuum
  4. customThe crude product was purified by silica gel chromatography (EtOAc/Hexane 10:90)

出典と根拠

ORDレコード
ord-8c77891e03f94b5898c038b77eb4bf57
出典データセット
uspto-grants-1993_04
特許番号
US05202321

反応ノート

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