3-Phenylprop-2-En-1-Ol → 2-Propenoic acid, 3-phenyl-, methyl ester

HRID 18903

반응식

HRID 18903 반응식
[CH2:1]([OH:10])[CH:2]=[CH:3][C:4]1[CH:9]=[CH:8][CH:7]=[CH:6][CH:5]=1.C(C1C(=O)C(Cl)=C(Cl)[C:15](=[O:16])C=1C#N)#N>CO>[C:1]([O:16][CH3:15])(=[O:10])[CH:2]=[CH:3][C:4]1[CH:9]=[CH:8][CH:7]=[CH:6][CH:5]=1

참가 물질

4

반응물 2

HCID 3083-Phenylprop-2-En-1-OlHCID 67752,3-Dichloro-5,6-dicyano-1,4-benzoquinone

생성물 1

HCID 76442-Propenoic acid, 3-phenyl-, methyl ester수율 86%

시약·촉매·용매 1

HCID 887Methanol용매

실험 절차

A homogeneous mixture containing cinnamyl alcohol (7.5 mmol), DDQ (22.5 mmol), MeOH (20 mL) is taken in a round bottom flask and catalytic amount of AMBERLYST® 15 (0.1 g) is added to it. The mixture is stirred for 20 hrs at room temperature. After completion of the reaction (observed by TLC and by GC analysis), the reaction mixture is filtered and washed with MeOH (5 ml×2). Concentrate the filtrate under reduced pressure and the crude product thus obtained is loaded on a neutral alumina column and eluted with diethyl ether. Methyl cinnamate is isolated in 86% yield whose NMR values are found matching with reported values as in example 1.

후처리

  1. customis taken in a round bottom flask
  2. customAfter completion of the reaction (observed by TLC and by GC analysis)
  3. filtrationthe reaction mixture is filtered
  4. washwashed with MeOH (5 ml×2)
  5. concentrationConcentrate the filtrate under reduced pressure
  6. customthe crude product thus obtained
  7. washeluted with diethyl ether

출처 및 근거

ORD 기록
ord-b4f61b10556843b39eda82f6c010d46e
출처 데이터셋
uspto-grants-2010_06
특허 번호
US07741508B2

연결된 노트

불러오는 중…