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

HRID 2185736

반응식

HRID 2185736 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-b0ac13076dc644fdbf550c3adab0f66b
출처 데이터셋
uspto-grants-2002_06
특허 번호
US06403575B1

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