Methanol → Methyl Ferulate

HRID 479926

반응식

HRID 479926 반응식
[OH:1][C:2]1[CH:12]=[CH:11][C:5](/[CH:6]=[CH:7]/[C:8]([OH:10])=[O:9])=[CH:4][C:3]=1[O:13][CH3:14].S(=O)(=O)(O)O.[CH3:20]O>>[CH3:20][O:9][C:8](=[O:10])/[CH:7]=[CH:6]/[C:5]1[CH:11]=[CH:12][C:2]([OH:1])=[C:3]([O:13][CH3:14])[CH:4]=1

참가 물질

4

반응물 3

HCID 887MethanolHCID 1118Sulfuric AcidHCID 445858Ferulic Acid

생성물 1

HCID 5357283Methyl Ferulate

실험 절차

25 g (0.13 mol) of (E)4-hydroxy-3-methoxycinnamic acid were dissolved in 180 ml of methanol, and 5 ml of concentrated sulfuric acid were added. The solution was heated under reflux for 2 hours. The main amount of the methanol (about 150 ml) was then distilled off and the residue that remained was poured into 500 ml of ice-water. The precipitated ester was filtered off with suction, washed in succession with cold water, with a small amount of a cold saturated sodium bicarbonate solution and again with cold water and dried at 50° C. under a water-jet vacuum. Chromatography on 250 g of silica gel using dichloromethane:diethyl ether (19:1) yielded 21.78 g of (E)4-hydroxy-3-methoxycinnamic acid methyl ester in the form of a light-yellow oil.

후처리

  1. temperatureThe solution was heated
  2. temperatureunder reflux for 2 hours
  3. distillationThe main amount of the methanol (about 150 ml) was then distilled off
  4. additionthe residue that remained was poured into 500 ml of ice-water
  5. filtrationThe precipitated ester was filtered off with suction
  6. washwashed in succession with cold water, with a small amount of a cold saturated sodium bicarbonate solution and again with cold water
  7. customdried at 50° C. under a water-jet vacuum

출처 및 근거

ORD 기록
ord-dc2067079066498cbca4ccccf7dc7312
출처 데이터셋
uspto-grants-2003_11
특허 번호
US06649230B1

연결된 노트

불러오는 중…