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

HRID 507970노트

반응식

HRID 507970 반응식
[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]

참가 물질

6

반응물 4

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

생성물 1

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

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

실험 절차

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.

후처리

  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)

출처 및 근거

ORD 기록
ord-6ac7d862e21d4a048e0065cf4b372b43
출처 데이터셋
uspto-grants-2010_08
특허 번호
US07786165B2

반응 노트

불러오는 중…