Water → (2-Methyl-2H-indazol-4-yl)methanol

HRID 1639737ノート

反応式

HRID 1639737 の反応式
[H-].[Al+3].[Li+].[H-].[H-].[H-].[CH3:7][N:8]1[CH:16]=[C:15]2[C:10]([CH:11]=[CH:12][CH:13]=[C:14]2[C:17](OC)=[O:18])=[N:9]1.O.[OH-].[Na+]>O1CCCC1.C(OCC)C>[CH3:7][N:8]1[CH:16]=[C:15]2[C:10]([CH:11]=[CH:12][CH:13]=[C:14]2[CH2:17][OH:18])=[N:9]1

参加物

7

反応物 4

HCID 962Water2 回HCID 14798Sodium HydroxideHCID 21226445Aluminium lithium hydrideHCID 37818684Methyl 2-methyl-2H-indazole-4-carboxylate

生成物 1

HCID 44119267(2-Methyl-2H-indazol-4-yl)methanol収率 90.1%

試薬・触媒・溶媒 2

HCID 3283Diethyl Ether溶媒HCID 8028Tetrahydrofuran溶媒2 回

実験手順

To a suspension of lithium aluminum hydride (14.27 g, 421 mmol) in tetrahydrofuran (315 mL) was added a solution of methyl 2-methyl-2H-indazole-4-carboxylate (40.0 g, 210 mmol) in tetrahydrofuran (106 mL) under nitrogen atmosphere at 0° C., and the mixture was stirred at room temperature for 1 hr. The reaction solution was diluted with diethyl ether at 0° C., water (15 mL), 10% aqueous sodium hydroxide solution (15 mL) and water (30 mL) were added and the mixture was stirred until gas generation stopped. The resulting precipitate was collected by filtration, and washed with ethyl acetate. The filtrate was concentrated under reduced pressure and the residue was triturated with ethyl acetate and hexane to give the title compound (30.7 g, yield 90%).

後処理

  1. stirringthe mixture was stirred until gas generation
  2. filtrationThe resulting precipitate was collected by filtration
  3. washwashed with ethyl acetate
  4. concentrationThe filtrate was concentrated under reduced pressure
  5. customthe residue was triturated with ethyl acetate and hexane

出典と根拠

ORDレコード
ord-b06d504c855c41d5a06de6feacfcbae5
出典データセット
uspto-grants-2012_02
特許番号
US08110585B2

反応ノート

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