Diisobutylaluminumhydride → 1-(2-{[Tert-butyl(dimethyl)silyl]oxy}ethyl)-1h-pyrazole-3,5dimethanol

HRID 1158875ノート

反応式

HRID 1158875 の反応式
[Si:1]([O:8][CH2:9][CH2:10][N:11]1[C:15]([C:16](OCC)=[O:17])=[CH:14][C:13]([C:21](OCC)=[O:22])=[N:12]1)([C:4]([CH3:7])([CH3:6])[CH3:5])([CH3:3])[CH3:2].[H-].C([Al+]CC(C)C)C(C)C>C(Cl)Cl>[Si:1]([O:8][CH2:9][CH2:10][N:11]1[C:15]([CH2:16][OH:17])=[CH:14][C:13]([CH2:21][OH:22])=[N:12]1)([C:4]([CH3:7])([CH3:5])[CH3:6])([CH3:3])[CH3:2]

参加物

4

反応物 2

HCID 21225700DiisobutylaluminumhydrideHCID 68444496Diethyl 1-(2-{[tert-butyl(dimethyl)silyl]oxy}ethyl)-1H-pyrazole-3,5-dicarboxylate

生成物 1

HCID 219414671-(2-{[Tert-butyl(dimethyl)silyl]oxy}ethyl)-1h-pyrazole-3,5dimethanol収率 76.8%

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒2 回

反応条件

温度
0 °C

実験手順

To a solution of diethyl 1-(2-{[tert-butyl(dimethyl)silyl]oxy}ethyl)-1H-pyrazole-3,5-dicarboxylate (0.74 g, 2 mmol) in methylene chloride (8 ml), under nitrogen, was added 12 ml of a 1.0 M solution of diisobutylaluminum hydride in methylene chloride at 0° C. After stirring at 0° C. for 0.5 hr, the mixture was warmed to room temperature for 0.5 hr. It was then quenched with 15 ml of saturated ammonium chloride solution and extracted with ethyl acetate. The organic extract was washed with brine, dried over anhydrous sodium sulfate, and evaporated to give 0.44 g of a white solid; mp 82-83° C.; MS m/e 287 (MH+).

後処理

  1. temperaturethe mixture was warmed to room temperature for 0.5 hr
  2. customIt was then quenched with 15 ml of saturated ammonium chloride solution
  3. extractionextracted with ethyl acetate
  4. extractionThe organic extract
  5. washwas washed with brine
  6. dry with materialdried over anhydrous sodium sulfate
  7. customevaporated

出典と根拠

ORDレコード
ord-1e1c50bfafd847f9806aa2bf345247a7
出典データセット
uspto-grants-2010_10
特許番号
US07812014B2

反応ノート

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