Phosgene → Methyl 2-isocyano-3-phenylpropanoate

HRID 1974013

反応式

HRID 1974013 の反応式
C(Cl)(Cl)=O.[CH3:5][O:6][C:7](=[O:19])[C@H:8]([CH2:12][C:13]1[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=1)[NH:9][CH:10]=O.CN1CCOCC1>C(Cl)Cl>[CH3:5][O:6][C:7](=[O:19])[CH:8]([N+:9]#[C-:10])[CH2:12][C:13]1[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=1

参加物

5

反応物 3

HCID 6371PhosgeneHCID 79724-MethylmorpholineHCID 7016392N-formylphenylalanine methyl ester

生成物 1

HCID 2734779Methyl 2-isocyano-3-phenylpropanoate

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒2 回

実験手順

A solution of phosgene (5.2 g, 0.052 mole) in dry methylene chloride (45 ml) is added dropwise to a stirred solution of N-formylphenylalanine methyl ester (10.0 g, 0.048 mole) and 1-methylmorpholine (13 g, 0.125 mole) in dry methylene chloride (25 ml) at -30° C. After completion of the addition the filtrate is concentrated under reduced pressure at room temperature. Benzene is added to the residue followed by filtration and concentration of the resulting solution. The residue is distilled to afford the title compound as a yellow oil, b.p. 97° C/0.3 mm, νmaxCHCl3 2150, 1746, 1595, 1578, 1489, 694 cm-1.

後処理

  1. additionAfter completion of the addition the filtrate
  2. concentrationis concentrated under reduced pressure at room temperature
  3. additionBenzene is added to the residue
  4. filtrationfollowed by filtration and concentration of the resulting solution
  5. distillationThe residue is distilled

出典と根拠

ORDレコード
ord-700f229736794de7af45c62563758350
出典データセット
uspto-grants-1976_12
特許番号
US04000122

関連ノート

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