Imidazole → 2-(tert-butyldiphenylsilyloxy)-N-methylethanamine

HRID 564923

反応式

HRID 564923 の反応式
[CH3:1][NH:2][CH2:3][CH2:4][OH:5].N1C=CN=C1.[Si:11](Cl)([C:24]([CH3:27])([CH3:26])[CH3:25])([C:18]1[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=1)[C:12]1[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=1>CN(C)C=O.O>[Si:11]([O:5][CH2:4][CH2:3][NH:2][CH3:1])([C:24]([CH3:27])([CH3:26])[CH3:25])([C:18]1[CH:19]=[CH:20][CH:21]=[CH:22][CH:23]=1)[C:12]1[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=1

参加物

6

反応物 3

HCID 795ImidazoleHCID 80162-(Methylamino)ethanolHCID 94078tert-Butyldiphenylchlorosilane

生成物 1

HCID 118231582-(tert-butyldiphenylsilyloxy)-N-methylethanamine収率 31.1%

試薬・触媒・溶媒 2

HCID 962Water溶媒HCID 6228Dimethylformamide溶媒

実験手順

To a solution of N-methylethanolamine (600 mg), in N,N-dimethylformamide were added imidazole (1.13 g) and tert-butyldiphenylsilyl chloride (2.20 g) at ambient temperature with stirring. After 8 hours, the mixture was diluted with water (60 ml) and was extracted with ethyl acetate (20 ml) twice. The organic layer was washed with water three times and brine, dried over magnesium sulfate. The solvent was removed in vacuo. The residue was purified by column chromatography eluting with dichloromethane-methanol to give N-(2-tert-butyldiphenylsilyloxyethyl)-N-methylamine (780 mg) as an oil.

後処理

  1. extractionwas extracted with ethyl acetate (20 ml) twice
  2. washThe organic layer was washed with water three times and brine
  3. dry with materialdried over magnesium sulfate
  4. customThe solvent was removed in vacuo
  5. customThe residue was purified by column chromatography
  6. washeluting with dichloromethane-methanol

出典と根拠

ORDレコード
ord-12efae263eca4be991f2e94a41bf1af9
出典データセット
uspto-grants-2001_01
特許番号
US06169095A

関連ノート

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