Methyl iodide → trans-Glutaconic acid methyl ester

HRID 1057474

반응식

HRID 1057474 반응식
[C:1]([OH:9])(=[O:8])[CH:2]=[CH:3][CH2:4][C:5]([OH:7])=[O:6].[H-].[Na+].I[CH3:13]>CN(C=O)C>[CH3:13][O:6][C:5](=[O:7])/[CH:4]=[CH:3]/[CH2:2][C:1]([OH:9])=[O:8]

참가 물질

5

반응물 3

HCID 6328Methyl iodideHCID 24758Sodium hydrideHCID 74406Pentenedioic acid

생성물 1

HCID 101278073trans-Glutaconic acid methyl ester

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

실험 절차

To a stirring solution of glutaconic acid in DMF (0.1 M) at 0° C. was added NaH (1 eq). After 15 min, iodomethane (1.2 eq) was added, and the mixture was allowed to warm to room temperature overnight. The reaction was quenched with saturated ammonium chloride, and extracted with ethyl acetate. The organic phase was washed with water and brine, dried over magnesium sulfate, filtered and concentrated in vacuo. The residue was chromatographed (silica; 10% MeOH/CHCl3) to afford a colorless viscous oil. EI-MS m/z 143 (M−H)−

후처리

  1. customThe reaction was quenched with saturated ammonium chloride
  2. extractionextracted with ethyl acetate
  3. washThe organic phase was washed with water and brine
  4. dry with materialdried over magnesium sulfate
  5. filtrationfiltered
  6. concentrationconcentrated in vacuo
  7. customThe residue was chromatographed (silica; 10% MeOH/CHCl3)
  8. customto afford a colorless viscous oil

출처 및 근거

ORD 기록
ord-3cd5b5b5e3d54a75bdcc47a84d5f5b82
출처 데이터셋
uspto-grants-2003_02
특허 번호
US06514964B1

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