Oxalyl chloride → Cinnamic Acid

HRID 1283487ノート

反応式

HRID 1283487 の反応式
[C:1]([OH:11])(=[O:10])/[CH:2]=[CH:3]/[C:4]1[CH:9]=[CH:8][CH:7]=[CH:6][CH:5]=1.C(Cl)(=O)C(Cl)=O>C1C=CC=CC=1>[C:1]([OH:11])(=[O:10])/[CH:2]=[CH:3]/[C:4]1[CH:5]=[CH:6][CH:7]=[CH:8][CH:9]=1.[C:1]([O-:11])(=[O:10])/[CH:2]=[CH:3]/[C:4]1[CH:5]=[CH:6][CH:7]=[CH:8][CH:9]=1

参加物

5

反応物 2

HCID 65578Oxalyl chlorideHCID 444539Cinnamic Acid

生成物 2

HCID 444539Cinnamic AcidHCID 5957728(E)-Cinnamate

試薬・触媒・溶媒 1

HCID 241Benzene溶媒

実験手順

To a solution of 3.05 g. of trans-cinnamic acid in dry benzene is added 5 ml of oxalyl chloride. The reaction mixture is stirred at room temperature, under nitrogen, for 2 hours. Solvent is removed in vacuo and replaced by fresh dry benzene and 3.9 ml. of cyclopropanemethyl alcohol is added. The reaction mixture is stirred overnight at room temperature, under nitrogen. The reaction is worked up by washing with water and brine, drying over calcium sulfate and evaporating under reduced pressure and fractionally distilling to yield the cyclopropanemethyl ester of trans-cinnamic acid, (cyclopropanemethyl trans-cinnamate) b.p. 100° (bath) at .1 mm.

後処理

  1. customSolvent is removed in vacuo
  2. additionof cyclopropanemethyl alcohol is added
  3. stirringThe reaction mixture is stirred overnight at room temperature, under nitrogen
  4. washby washing with water and brine
  5. dry with materialdrying over calcium sulfate
  6. customevaporating under reduced pressure
  7. distillationfractionally distilling

出典と根拠

ORDレコード
ord-d90453cc7d934271af1ac88dc114f049
出典データセット
uspto-grants-1976_08
特許番号
US03975429

反応ノート

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