Sodium hydride → HCID 22058664、化合物

HRID 1072800ノート

反応式

HRID 1072800 の反応式
[Br:1][C:2]1[N:3]=[C:4]([CH3:8])[NH:5][C:6]=1[Br:7].[H-].[Na+].[CH3:11][Si:12]([CH3:19])([CH3:18])[CH2:13][CH2:14][O:15][CH2:16]Cl>CN(C)C=O>[Br:1][C:2]1[N:3]=[C:4]([CH3:8])[N:5]([CH2:16][O:15][CH2:14][CH2:13][Si:12]([CH3:19])([CH3:18])[CH3:11])[C:6]=1[Br:7]

参加物

5

反応物 3

HCID 24758Sodium hydrideHCID 27242712-Chloromethyl 2-(trimethylsilyl)ethyl etherHCID 27733644,5-dibromo-2-methyl-1H-imidazole

生成物 1

HCID 22058664HCID 22058664、化合物収率 100.3%

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

実験手順

4,5-Dibromo-2-methylimidazol (4.91 g) was dissolved in N,N-dimethyl-formamide (50 ml) and 60% sodium hydride (901 mg was gradually added under ice-cooling. The mixture was stirred for 1 hr at room temperature, and 2-(trimethylsilyl)ethoxymethyl chloride (3.75 g) was gradually added dropwise under ice-cooling and the mixture was stirred at room temperature overnight. The solvent was evaporated under reduced pressure and ethyl acetate was added to the residue. The residue was washed with a saturated aqueous sodium hydrogencarbonate solution, and then with brine. The organic layer was dried over anhydrous magnesium sulfate and evaporated under reduced pressure to remove the solvent The residue was purified by silica gel column chromatography (hexane/ethyl acetate=3/1) to give the objective compound (7.6 g) as a colorless oil.

後処理

  1. temperaturecooling
  2. temperaturecooling
  3. stirringthe mixture was stirred at room temperature overnight
  4. customThe solvent was evaporated under reduced pressure and ethyl acetate
  5. additionwas added to the residue
  6. washThe residue was washed with a saturated aqueous sodium hydrogencarbonate solution
  7. dry with materialThe organic layer was dried over anhydrous magnesium sulfate
  8. customevaporated under reduced pressure
  9. customto remove the solvent The residue
  10. customwas purified by silica gel column chromatography (hexane/ethyl acetate=3/1)

出典と根拠

ORDレコード
ord-1e3965b439924abb9aa85a37bd615e8f
出典データセット
uspto-grants-2005_06
特許番号
US06911469B2

反応ノート

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