Aluminium lithium hydride → HCID 59408740、化合物

HRID 1188125ノート

反応式

HRID 1188125 の反応式
[H-].[H-].[H-].[H-].[Li+].[Al+3].[CH3:7][N:8]([CH:19]1[CH2:24][CH2:23][CH2:22][CH2:21][O:20]1)[C:9]1[S:10][C:11]([C:14](OCC)=[O:15])=[CH:12][N:13]=1>C1COCC1>[CH3:7][N:8]([CH:19]1[CH2:24][CH2:23][CH2:22][CH2:21][O:20]1)[C:9]1[S:10][C:11]([CH2:14][OH:15])=[CH:12][N:13]=1

参加物

4

反応物 2

HCID 21226445Aluminium lithium hydrideHCID 594087635-Thiazolecarboxylic acid, 2-[methyl(tetrahydro-2H-pyran-2-yl)amino]-, ethyl ester

生成物 1

HCID 59408740HCID 59408740、化合物収率 93%

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒

反応条件

温度
0 °C

実験手順

LiAlH4 (425 mg, 11.20 mmol) was added to a solution of ethyl 2-(methyl(tetrahydro-2H-pyran-2-yl)amino)thiazole-5-carboxylate (2.02 g, 7.47 mmol) in THF (20 mL) at 0° C. in small portions. After stirring at 0° C. for 30 min, the reaction was quenched slowly by H2O (1 mL), 5% NaOH (3 mL) and again H2O (5 mL). Then AcOEt was added. The reaction mixture was dried with Na2SO4 and filtered through celite. The filtrate was concentrated and purified by column chromatography (30%-50% AcOEt/PE gradient), yielding (2-(methyl-(tetrahydro-2H-pyran-2-yl)amino)thiazol-5-yl)methanol (1.5 g, 93%) as an oil.

後処理

  1. customthe reaction was quenched slowly by H2O (1 mL), 5% NaOH (3 mL) and again H2O (5 mL)
  2. additionThen AcOEt was added
  3. dry with materialThe reaction mixture was dried with Na2SO4
  4. filtrationfiltered through celite
  5. concentrationThe filtrate was concentrated
  6. custompurified by column chromatography (30%-50% AcOEt/PE gradient)

出典と根拠

ORDレコード
ord-ed8422639acd4a978076b7bda50a119b
出典データセット
uspto-grants-2014_03
特許番号
US08673940B2

反応ノート

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