Ethanol → {4-[(3,5-di-tert-butyl-1H-pyrazol-1-yl)methyl]phenyl}methanol

HRID 507970ノート

反応式

HRID 507970 の反応式
[C:1]([C:5]1[CH:9]=[C:8]([C:10]([CH3:13])([CH3:12])[CH3:11])[N:7]([CH2:14][C:15]2[CH:24]=[CH:23][C:18]([C:19](OC)=[O:20])=[CH:17][CH:16]=2)[N:6]=1)([CH3:4])([CH3:3])[CH3:2].[H-].[Al+3].[Li+].[H-].[H-].[H-].C(O)C.[Cl-].[NH4+]>O1CCCC1>[C:1]([C:5]1[CH:9]=[C:8]([C:10]([CH3:13])([CH3:12])[CH3:11])[N:7]([CH2:14][C:15]2[CH:16]=[CH:17][C:18]([CH2:19][OH:20])=[CH:23][CH:24]=2)[N:6]=1)([CH3:2])([CH3:3])[CH3:4]

参加物

6

反応物 4

HCID 702EthanolHCID 25517Ammonium ChlorideHCID 21226445Aluminium lithium hydrideHCID 23157342methyl 4-[(3,5-di-tert-butyl-1H-pyrazol-1-yl)methyl]benzoate

生成物 1

HCID 23157370{4-[(3,5-di-tert-butyl-1H-pyrazol-1-yl)methyl]phenyl}methanol収率 81.3%

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒

実験手順

To a solution of methyl 4-[(3,5-di-tert-butyl-1H-pyrazol-1-yl)methyl]benzoate (1.72 g, 5.24 mmol) in tetrahydrofuran (35 mL) was added lithium aluminum hydride (0.25 g, 5.3 mmol) at 0° C., and the mixture was stirred at room temperature for 30 min. Ethanol (10 mL) and saturated aqueous ammonium chloride solution (1.0 mL) were added to the reaction mixture, and the precipitated solid was filtered off. The filtrate was concentrated and the residue was purified by silica gel column chromatography (50% ethyl acetate/hexane) to give the title compound (1.28 g, yield 81%) as colorless crystals.

後処理

  1. filtrationthe precipitated solid was filtered off
  2. concentrationThe filtrate was concentrated
  3. customthe residue was purified by silica gel column chromatography (50% ethyl acetate/hexane)

出典と根拠

ORDレコード
ord-6ac7d862e21d4a048e0065cf4b372b43
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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