Sodium sulfate decahydrate → (5-bromo-2-methyl-2H-indazol-4-yl)methanol

HRID 1639797ノート

反応式

HRID 1639797 の反応式
[H-].[Al+3].[Li+].[H-].[H-].[H-].[Br:7][C:8]1[CH:16]=[CH:15][C:14]2[C:10](=[CH:11][N:12]([CH3:17])[N:13]=2)[C:9]=1[C:18](OC)=[O:19].O.O.O.O.O.O.O.O.O.O.S([O-])([O-])(=O)=O.[Na+].[Na+]>O1CCCC1>[Br:7][C:8]1[CH:16]=[CH:15][C:14]2[C:10](=[CH:11][N:12]([CH3:17])[N:13]=2)[C:9]=1[CH2:18][OH:19]

参加物

5

反応物 3

HCID 62649Sodium sulfate decahydrateHCID 21226445Aluminium lithium hydrideHCID 59145918methyl 5-bromo-2-methyl-2H-indazole-4-carboxylate

生成物 1

HCID 59334512(5-bromo-2-methyl-2H-indazol-4-yl)methanol収率 73%

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒2 回

実験手順

To a suspension of lithium aluminum hydride (152 mg, 4.00 mmol) in tetrahydrofuran (15 mL) was added a solution of methyl 5-bromo-2-methyl-2H-indazole-4-carboxylate (534 mg, 2.00 mmol) in tetrahydrofuran (5 mL) at 0° C., and the mixture was stirred at room temperature for 15 min. To the reaction solution was added sodium sulfate decahydrate (1.5 g), and the mixture was stirred for 15 min and filtered through celite. The filtrate was concentrated under reduced pressure and the residue was purified by silica gel column chromatography (ethyl acetate/hexane=40/60→80/20) to give the title compound (351 mg, yield 73%).

後処理

  1. stirringthe mixture was stirred for 15 min
  2. filtrationfiltered through celite
  3. concentrationThe filtrate was concentrated under reduced pressure
  4. customthe residue was purified by silica gel column chromatography (ethyl acetate/hexane=40/60→80/20)

出典と根拠

ORDレコード
ord-55fcac7650814f979e8c801194a4034a
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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