Oxalyl chloride → Cinnamic Acid

HRID 1283487노트

반응식

HRID 1283487 반응식
[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

참가 물질

5

반응물 2

HCID 65578Oxalyl chlorideHCID 444539Cinnamic Acid

생성물 2

HCID 444539Cinnamic AcidHCID 5957728(E)-Cinnamate

시약·촉매·용매 1

HCID 241Benzene용매

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-d90453cc7d934271af1ac88dc114f049
출처 데이터셋
uspto-grants-1976_08
특허 번호
US03975429

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