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Sodium Hydroxide → (2-methyl-6-nitro-2H-indazol-3-yl)methanol

HRID 2265872
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반응식

HRID 2265872 반응식
Br[CH2:2][C:3]1[N:4]([CH3:15])[N:5]=[C:6]2[C:11]=1[CH:10]=[CH:9][C:8]([N+:12]([O-:14])=[O:13])=[CH:7]2.[OH-:16].[Na+]>CC#N.O>[CH3:15][N:4]1[C:3]([CH2:2][OH:16])=[C:11]2[C:6]([CH:7]=[C:8]([N+:12]([O-:14])=[O:13])[CH:9]=[CH:10]2)=[N:5]1
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참가 물질

5

반응물 2

HCID 14798Sodium HydroxideHCID 219563503-(bromomethyl)-2-methyl-6-nitro-2H-indazole

생성물 1

HCID 21956359(2-methyl-6-nitro-2H-indazol-3-yl)methanol수율 33%

시약·촉매·용매 2

HCID 962Water용매HCID 6342Acetonitrile용매

실험 절차

3-(Bromomethyl)-2-methyl-6-nitro-2H-indazole (4.20 g, ˜14.9 mmol) in CH3CN (500 ml) and water (200 ml) was treated with NaOH to give pH˜11. The solution was stirred at rt for 2 days then conc. in vacuo and repeatedly extracted with dichloromethane and chloroform. The combined organic extracts were evaporated, and the crude product was purified by silica gel column chromatography to give (2-methyl-6-nitro-2H-indazol-3-yl)methanol (1.03 g, 33% TY). MS (ES+, m/z) 208.

후처리

  1. customto give pH˜11
  2. extractionconc. in vacuo and repeatedly extracted with dichloromethane and chloroform
  3. customThe combined organic extracts were evaporated
  4. customthe crude product was purified by silica gel column chromatography

출처 및 근거

ORD 기록
ord-e9bc7907d3f64491a47e0ec6e422c76d
출처 데이터셋
uspto-grants-2010_12
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07858626B2

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