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

HRID 507963노트

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HRID 507963 반응식
[C:1]([C:5]1[CH:9]=[C:8]([C:10](OCC)=[O:11])[N:7]([CH2:15][C:16]2[CH:21]=[CH:20][C:19]([CH2:22][O:23][CH2:24][O:25][CH3:26])=[CH:18][CH:17]=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]([CH2:10][OH:11])[N:7]([CH2:15][C:16]2[CH:17]=[CH:18][C:19]([CH2:22][O:23][CH2:24][O:25][CH3:26])=[CH:20][CH:21]=2)[N:6]=1)([CH3:4])([CH3:2])[CH3:3]

참가 물질

6

반응물 4

HCID 702EthanolHCID 25517Ammonium ChlorideHCID 21226445Aluminium lithium hydrideHCID 23157202ethyl 3-tert-butyl-1-{4-[(methoxymethoxy)methyl]benzyl}-1H-pyrazole-5-carboxylate

생성물 1

HCID 23157325(3-tert-butyl-1-{4-[(methoxymethoxy)methyl]benzyl}-1H-pyrazol-5-yl)methanol수율 84.2%

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

실험 절차

To a solution of ethyl 3-tert-butyl-1-{4-[(methoxymethoxy)methyl]benzyl}-1H-pyrazole-5-carboxylate (1.95 g, 5.41 mmol) in tetrahydrofuran (20 mL) was added lithium aluminum hydride (0.26 g, 5.5 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 (1.45 g, yield 84%) as a colorless oil.

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-b2c32c8786cd4fb6b0d8ec37c2e1dcb7
출처 데이터셋
uspto-grants-2010_08
특허 번호
US07786165B2

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