Sodium sulfate decahydrate → [5-isobutoxy-1-(2-methylphenyl)-1H-pyrazol-3-yl]methanol

HRID 507939ノート

反応式

HRID 507939 の反応式
[CH2:1]([O:5][C:6]1[N:10]([C:11]2[CH:16]=[CH:15][CH:14]=[CH:13][C:12]=2[CH3:17])[N:9]=[C:8]([C:18](OCC)=[O:19])[CH:7]=1)[CH:2]([CH3:4])[CH3:3].[H-].[Al+3].[Li+].[H-].[H-].[H-].O.O.O.O.O.O.O.O.O.O.S([O-])([O-])(=O)=O.[Na+].[Na+]>O1CCCC1>[CH2:1]([O:5][C:6]1[N:10]([C:11]2[CH:16]=[CH:15][CH:14]=[CH:13][C:12]=2[CH3:17])[N:9]=[C:8]([CH2:18][OH:19])[CH:7]=1)[CH:2]([CH3:4])[CH3:3]

参加物

5

反応物 3

HCID 62649Sodium sulfate decahydrateHCID 21226445Aluminium lithium hydrideHCID 23157226ethyl 5-isobutoxy-1-(2-methylphenyl)-1H-pyrazole-3-carboxylate

生成物 1

HCID 23157447[5-isobutoxy-1-(2-methylphenyl)-1H-pyrazol-3-yl]methanol収率 92.2%

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒

反応条件

温度
0 °C

実験手順

To a solution (10 mL) of ethyl 5-isobutoxy-1-(2-methylphenyl)-1H-pyrazole-3-carboxylate (1.07 g, 3.54 mmol) in anhydrous tetrahydrofuran was added lithium aluminum hydride (0.13 g, 3.54 mmol) under stirring at 0° C., and the mixture was stirred at the same temperature for 2 hr. After completion of the reaction, sodium sulfate decahydrate (2.28 g, 7.08 mmol) was added to the reaction system and the mixture was stirred at room temperature for 2 hr. The precipitated insoluble material was filtered off, and the filtrate was concentrated under reduced pressure. The residue was purified by silica gel column chromatography (hexane/ethyl acetate=4/1-1/1) to give the title compound (0.85 g, yield 92%) as a pale-yellow oil.

後処理

  1. stirringthe mixture was stirred at the same temperature for 2 hr
  2. additionwas added to the reaction system
  3. stirringthe mixture was stirred at room temperature for 2 hr
  4. filtrationThe precipitated insoluble material was filtered off
  5. concentrationthe filtrate was concentrated under reduced pressure
  6. customThe residue was purified by silica gel column chromatography (hexane/ethyl acetate=4/1-1/1)

出典と根拠

ORDレコード
ord-d6648e58d64049e6820c08b7730e49c8
出典データセット
uspto-grants-2010_08
特許番号
US07786165B2

反応ノート

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