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

HRID 2095316ノート

反応式

HRID 2095316 の反応式
[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

参加物

5

反応物 3

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

生成物 1

HCID 673095463-Fluoro-5-iodocinnamic Acid Methyl Ester

試薬・触媒・溶媒 1

HCID 1049Pyridine溶媒

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-c11f2d58b0d54df8861c432044f5399e
出典データセット
uspto-grants-2013_05
特許番号
US08445684B2

反応ノート

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