tert-Butyldiphenylchlorosilane → 4-(tert-Butyldiphenylsilyloxymethyl)-1-(2-trimethylsilylethoxy methyl)-1H-imidazole

HRID 242386

反応式

HRID 242386 の反応式
[CH3:1][Si:2]([CH3:15])([CH3:14])[CH2:3][CH2:4][O:5][CH2:6][N:7]1[CH:11]=[C:10]([CH2:12][OH:13])[N:9]=[CH:8]1.[CH3:16][C:17]([Si:20](Cl)([C:27]1[CH:32]=[CH:31][CH:30]=[CH:29][CH:28]=1)[C:21]1[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=1)([CH3:19])[CH3:18]>ClCCl.CN(C1C=CN=CC=1)C>[Si:20]([O:13][CH2:12][C:10]1[N:9]=[CH:8][N:7]([CH2:6][O:5][CH2:4][CH2:3][Si:2]([CH3:15])([CH3:14])[CH3:1])[CH:11]=1)([C:17]([CH3:19])([CH3:18])[CH3:16])([C:27]1[CH:28]=[CH:29][CH:30]=[CH:31][CH:32]=1)[C:21]1[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=1

参加物

5

反応物 2

HCID 94078tert-ButyldiphenylchlorosilaneHCID 695583761-(2-Trimethylsilylethoxymethyl)-1H-imidazole-4-methanol

生成物 1

HCID 710872934-(tert-Butyldiphenylsilyloxymethyl)-1-(2-trimethylsilylethoxy methyl)-1H-imidazole

試薬・触媒・溶媒 2

HCID 142844-(Dimethylamino)pyridine触媒HCID 6344Dichloromethane溶媒

実験手順

1-(2-Trimethylsilylethoxymethyl)-1H-imidazole-4-methanol (100 g) was dissolved in dichloromethane (1 L), and under stirring TEA (122 mL), DMAP (5.35 g), and then TBDPSCl (149 mL) were added. After stirring for 1 day, the reaction mixture solution was washed with water, dried over anhydrous sodium sulfate, and subsequently the solvent was distilled off under reduced pressure. The resulting residue was purified by flash chromatography (ethyl acetate/hexane=25%-50%) using silica gel column (product name: Ultra Pack E, manufactured by Yamazen Corporation) to afford the title compound (146 g).

後処理

  1. washthe reaction mixture solution was washed with water
  2. dry with materialdried over anhydrous sodium sulfate
  3. distillationsubsequently the solvent was distilled off under reduced pressure
  4. customThe resulting residue was purified by flash chromatography (ethyl acetate/hexane=25%-50%)

出典と根拠

ORDレコード
ord-0740e4e2a6d74c7680fc97aab1e42bee
出典データセット
uspto-grants-2014_02
特許番号
US08653126B2

関連ノート

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