3-Acetoxy-6-fluoro-5-methylpyridine → 6-Fluoro-5-methylpyridin-3-ol

HRID 367071

반응식

HRID 367071 반응식
C([O:4][C:5]1[CH:6]=[N:7][C:8]([F:12])=[C:9]([CH3:11])[CH:10]=1)(=O)C>[OH-].[Na+]>[F:12][C:8]1[C:9]([CH3:11])=[CH:10][C:5]([OH:4])=[CH:6][N:7]=1

참가 물질

3

반응물 1

HCID 224516053-Acetoxy-6-fluoro-5-methylpyridine

생성물 1

HCID 229897166-Fluoro-5-methylpyridin-3-ol수율 87%

시약·촉매·용매 1

HCID 14798Sodium Hydroxide용매

실험 절차

The product of step 32d (3.6 g, 21.3 mmol) was dissolved in 20% aqueous NaOH (25 mL). After complete consumption of the starting material the solution was neutralized by addition of HCl. The aqueous mixture was extracted with ethyl acetate. The organic extracts were dried (MgSO4), and the solvent was evaporated. The crude product was triturated with hexane to yield 2.35 g (87%) of the title compound: MS (CI/NH3) m/z: 128 (M+H)+, 145 (M+NH4)+ ; 1H NMR (CDCl3, 300 MHz) δ: 7.61(t, J=2.2 Hz, 1H), 7.17 (m, 1 H), 2.25 (s, 3H).

후처리

  1. customAfter complete consumption of the starting material the solution
  2. additionwas neutralized by addition of HCl
  3. extractionThe aqueous mixture was extracted with ethyl acetate
  4. dry with materialThe organic extracts were dried (MgSO4)
  5. customthe solvent was evaporated
  6. customThe crude product was triturated with hexane

출처 및 근거

ORD 기록
ord-c229255d6d3c4668a0b36798cf316587
출처 데이터셋
uspto-grants-2000_10
특허 번호
US06133253

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