Pyrrolidine → 3-Fluoro-5-iodocinnamic Acid Methyl Ester

HRID 2095316노트

반응식

HRID 2095316 반응식
[F:1][C:2]1[CH:3]=[C:4]([CH:7]=[C:8]([I:10])[CH:9]=1)[CH:5]=O.[C:11]([O:17][CH3:18])(=[O:16])[CH2:12]C([O-])=O.N1CCCC1>N1C=CC=CC=1>[CH3:18][O:17][C:11](=[O:16])[CH:12]=[CH:5][C:4]1[CH:7]=[C:8]([I:10])[CH:9]=[C:2]([F:1])[CH:3]=1

참가 물질

5

반응물 3

HCID 31268PyrrolidineHCID 3801157Monomethyl malonateHCID 269863443-Fluoro-5-iodobenzaldehyde

생성물 1

HCID 673095463-Fluoro-5-iodocinnamic Acid Methyl Ester

시약·촉매·용매 1

HCID 1049Pyridine용매

실험 절차

3-Fluoro-5-iodobenzaldehyde, monomethyl malonate, and a catalytic amount of pyrrolidine are heated in pyridine. After cooling, the solvent is distilled off in vacuo. 2N HCl and ethyl acetate are added to the residue, and the phases are separated. The organic layer is washed with brine and dried over Na2SO4. After evaporation, the residue is purified by CC on silica gel with EtOAc/hexane. Evaporation of appropriate fractions yields the title compound.

후처리

  1. temperatureAfter cooling
  2. distillationthe solvent is distilled off in vacuo
  3. addition2N HCl and ethyl acetate are added to the residue
  4. customthe phases are separated
  5. washThe organic layer is washed with brine
  6. dry with materialdried over Na2SO4
  7. customAfter evaporation
  8. customthe residue is purified by CC on silica gel with EtOAc/hexane
  9. customEvaporation of appropriate fractions

출처 및 근거

ORD 기록
ord-c11f2d58b0d54df8861c432044f5399e
출처 데이터셋
uspto-grants-2013_05
특허 번호
US08445684B2

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