Water → (2-Methyl-2H-indazol-4-yl)methanol

HRID 1639737노트

반응식

HRID 1639737 반응식
[H-].[Al+3].[Li+].[H-].[H-].[H-].[CH3:7][N:8]1[CH:16]=[C:15]2[C:10]([CH:11]=[CH:12][CH:13]=[C:14]2[C:17](OC)=[O:18])=[N:9]1.O.[OH-].[Na+]>O1CCCC1.C(OCC)C>[CH3:7][N:8]1[CH:16]=[C:15]2[C:10]([CH:11]=[CH:12][CH:13]=[C:14]2[CH2:17][OH:18])=[N:9]1

참가 물질

7

반응물 4

HCID 962Water2회HCID 14798Sodium HydroxideHCID 21226445Aluminium lithium hydrideHCID 37818684Methyl 2-methyl-2H-indazole-4-carboxylate

생성물 1

HCID 44119267(2-Methyl-2H-indazol-4-yl)methanol수율 90.1%

시약·촉매·용매 2

HCID 3283Diethyl Ether용매HCID 8028Tetrahydrofuran용매2회

실험 절차

To a suspension of lithium aluminum hydride (14.27 g, 421 mmol) in tetrahydrofuran (315 mL) was added a solution of methyl 2-methyl-2H-indazole-4-carboxylate (40.0 g, 210 mmol) in tetrahydrofuran (106 mL) under nitrogen atmosphere at 0° C., and the mixture was stirred at room temperature for 1 hr. The reaction solution was diluted with diethyl ether at 0° C., water (15 mL), 10% aqueous sodium hydroxide solution (15 mL) and water (30 mL) were added and the mixture was stirred until gas generation stopped. The resulting precipitate was collected by filtration, and washed with ethyl acetate. The filtrate was concentrated under reduced pressure and the residue was triturated with ethyl acetate and hexane to give the title compound (30.7 g, yield 90%).

후처리

  1. stirringthe mixture was stirred until gas generation
  2. filtrationThe resulting precipitate was collected by filtration
  3. washwashed with ethyl acetate
  4. concentrationThe filtrate was concentrated under reduced pressure
  5. customthe residue was triturated with ethyl acetate and hexane

출처 및 근거

ORD 기록
ord-b06d504c855c41d5a06de6feacfcbae5
출처 데이터셋
uspto-grants-2012_02
특허 번호
US08110585B2

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