Methanol → Methyl Ferulate

HRID 987875

반응식

HRID 987875 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>>[OH:1][C:2]1[CH:12]=[CH:11][C:5](/[CH:6]=[CH:7]/[C:8]([O:10][CH3:20])=[O:9])=[CH:4][C:3]=1[O:13][CH3:14]

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 was added. The solution was refluxed for 2 hours. Thereafter, the major part of the methanol (about 150 ml) was distilled off and the residue was poured onto 500 ml of ice water. The precipitated ester was filtered off with suction, washed in succession with cold water, with a little cold NaHCO3 solution and again with cold water and dried at 50° C. under reduced pressure from a water-jet pump. Chromatography over 250 g of silica gel using dichloromethane/diethyl ether (19:1) gave 21.78 g of methyl (E)-4-hydroxy-3-methoxycinnamate as a pale yellow oil.

후처리

  1. temperatureThe solution was refluxed for 2 hours
  2. distillationThereafter, the major part of the methanol (about 150 ml) was distilled off
  3. additionthe residue was poured onto 500 ml of ice water
  4. filtrationThe precipitated ester was filtered off with suction
  5. washwashed in succession with cold water, with a little cold NaHCO3 solution and again with cold water
  6. dry with materialdried at 50° C. under reduced pressure from a water-jet pump

출처 및 근거

ORD 기록
ord-6b70f3881c9e482fb1b8369bd18ef924
출처 데이터셋
uspto-grants-2003_10
특허 번호
US06632909B2

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