Methyl iodide → 4-(1-Methoxyethyl)pyridine

HRID 21372

반응식

HRID 21372 반응식
[OH:1][CH:2]([C:4]1[CH:9]=[CH:8][N:7]=[CH:6][CH:5]=1)[CH3:3].[H-].[Na+].[H][H].[CH3:14]I>O1CCCC1>[CH3:14][O:1][CH:2]([C:4]1[CH:9]=[CH:8][N:7]=[CH:6][CH:5]=1)[CH3:3]

참가 물질

6

반응물 4

HCID 6328Methyl iodideHCID 24758Sodium hydrideHCID 90919alpha-Methyl-4-pyridinemethanolHCID 178418361HCID 178418361, 화합물

생성물 1

HCID 144422034-(1-Methoxyethyl)pyridine

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매2회

실험 절차

A solution of 8.4 g (0.068 mol) of 4-(1-hydroxyethyl)pyridine in 20 ml of absolute tetrahydrofuran is added dropwise to a suspension of 2 g (0.083 mol) of sodium hydride (3.3 g of 60% oil dispersion; washed in toluene) in 80 ml of absolute tetrahydrofuran. After the development of hydrogen has ceased, 23 g (0.16 mol) of methyliodide are added at 18°-20° C. and the mixture is left to react for 2 hours. The reaction mixture is concentrated by evaporation, the residue is combined with 40% aqueous potassium carbonate solution and extracted with ether. The organic phase is separated, dried over sodium sulphate and concentrated by evaporation. After distillation of the crude product at 82°-85° C./20 mbar, 5.2 g (55.6% of theory) of the title compound are obtained.

후처리

  1. waitthe mixture is left
  2. customto react for 2 hours
  3. concentrationThe reaction mixture is concentrated by evaporation
  4. extractionextracted with ether
  5. customThe organic phase is separated
  6. dry with materialdried over sodium sulphate
  7. concentrationconcentrated by evaporation
  8. distillationAfter distillation of the crude product at 82°-85° C./20 mbar, 5.2 g (55.6% of theory) of the title compound
  9. customare obtained

출처 및 근거

ORD 기록
ord-9d0dbd675f6c4d5c966cbe879b8d52b4
출처 데이터셋
uspto-grants-1995_06
특허 번호
US05422353

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