Sodium Methoxide → 2-Methoxy-3-nitro-5-tert-butyl pyridine

HRID 431530노트

반응식

HRID 431530 반응식
Cl[C:2]1[C:7]([N+:8]([O-:10])=[O:9])=[CH:6][C:5]([C:11]([CH3:14])([CH3:13])[CH3:12])=[CH:4][N:3]=1.[CH3:15][O-:16].[Na+]>CO>[CH3:15][O:16][C:2]1[C:7]([N+:8]([O-:10])=[O:9])=[CH:6][C:5]([C:11]([CH3:14])([CH3:13])[CH3:12])=[CH:4][N:3]=1

참가 물질

4

반응물 2

HCID 10942334Sodium MethoxideHCID 222177285-(tert-Butyl)-2-chloro-3-nitropyridine

생성물 1

HCID 222177832-Methoxy-3-nitro-5-tert-butyl pyridine수율 41%

시약·촉매·용매 1

HCID 887Methanol용매

실험 절차

To a solution of 2-chloro-3-nitro-5-tert-butyl pyridine (30 mg, 0.14 mmol) in anhydrous MeOH (1.5 mL) under nitrogen was added a solution of sodium methoxide (1.57 g sodium in 40 mL anhydrous MeOH) (85 uL, 0.14 mmol). The reaction was heated in a sealed tube in an oil bath set at 80-90° C. overnight. The volatiles were removed in vacuo, the residue taken up in EtOAc (15 mL), washed with water (10 mL), brine (10 mL), dried (magnesium sulfate), filtered and evaporated to dryness. Flash chromatography of the residue on silica gel (10% EtOAc in hexanes) gave the desired 2-methoxy-3-nitro-5-tert-butyl pyridine as a glassy yellow solid (12 mg, 0.057 mmol, 41%).

후처리

  1. temperatureThe reaction was heated in a sealed tube in an oil bath
  2. customThe volatiles were removed in vacuo
  3. washwashed with water (10 mL), brine (10 mL)
  4. dry with materialdried (magnesium sulfate)
  5. filtrationfiltered
  6. customevaporated to dryness

출처 및 근거

ORD 기록
ord-54d29ef6e04e430ca2d796ef2ba0e028
출처 데이터셋
uspto-grants-2003_12
특허 번호
US06660732B2

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