Methanol → 2-Propenoic acid, 3-(2-methylphenyl)-, methyl ester, (2E)-

반응식

[CH3:1][C:2]1[CH:12]=[CH:11][CH:10]=[CH:9][C:3]=1[CH:4]=[CH:5][C:6]([OH:8])=[O:7].S(Cl)(Cl)=O.[CH3:17]O>>[CH3:1][C:2]1[CH:12]=[CH:11][CH:10]=[CH:9][C:3]=1/[CH:4]=[CH:5]/[C:6]([O:8][CH3:17])=[O:7]

참가 물질

반응물 3

HCID 887Methanol

HCID 24386Thionyl Chloride

HCID 983063-(2-Methylphenyl)prop-2-enoic acid

생성물 1

HCID 101763492-Propenoic acid, 3-(2-methylphenyl)-, methyl ester, (2E)-

반응 조건

온도: 60 °C

실험 절차

To 2-Methylcinnamic acid (5.68 g, 35 mmol) in MeOH (175 ml) was added thionyl chloride (2.55 ml, 35.0 mmol) dropwise. The resulting solution was stirred for 10 hours at 60° C. The solution was cooled to room temperature and concentrated. The crude ester was dissolved in CH2Cl2 and washed twice with saturated NaHCO3. The organics were combined, dried, and concentrated affording 6.45 g of methyl(2E)-3-(2-methylphenyl)acrylate.