Sodium sulfate decahydrate → (1-ethyl-1H-pyrazol-4-yl)methanol

HRID 2221660ノート

反応式

HRID 2221660 の反応式
[H-].[Al+3].[Li+].[H-].[H-].[H-].[CH2:7]([N:9]1[CH:13]=[C:12]([C:14](OCC)=[O:15])[CH:11]=[N:10]1)[CH3:8].O.O.O.O.O.O.O.O.O.O.S([O-])([O-])(=O)=O.[Na+].[Na+]>O1CCCC1>[CH2:7]([N:9]1[CH:13]=[C:12]([CH2:14][OH:15])[CH:11]=[N:10]1)[CH3:8]

参加物

5

反応物 3

HCID 62649Sodium sulfate decahydrateHCID 17862887HCID 17862887、化合物HCID 21226445Aluminium lithium hydride

生成物 1

HCID 4711794(1-ethyl-1H-pyrazol-4-yl)methanol収率 78%

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒2 回

実験手順

Lithium aluminum hydride (7.19 g) was suspended in tetrahydrofuran (400 mL). To the obtained mixture were added a solution (100 mL) of ethyl 1-ethyl-1H-pyrazole-4-carboxylate (29.00 g) in tetrahydrofuran on an ice bath with stirring. After stirring the reaction mixture at room temperature for 1.5 hrs, sodium sulfate decahydrate (80 g) was added by small portions on an ice bath with stirring, and the mixture was further stirred at room temperature for 16 hrs. The solid was filtered, and the filtrate was concentrated under reduced pressure. The residue was subjected to silica gel chromatography to give (1-ethyl-1H-pyrazol-4-yl)methanol as a colorless oil (16.85 g, yield 78%) from a fraction eluted with ethyl acetate-methanol (1:0 to 49:1, v/v).

後処理

  1. stirringAfter stirring the reaction mixture at room temperature for 1.5 hrs
  2. stirringwith stirring
  3. stirringthe mixture was further stirred at room temperature for 16 hrs
  4. filtrationThe solid was filtered
  5. concentrationthe filtrate was concentrated under reduced pressure

出典と根拠

ORDレコード
ord-0c204cfa04594a2b8504ffe83a411fad
出典データセット
uspto-grants-2008_05
特許番号
US07368578B2

反応ノート

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