Methanol → HCID 15541463, 화합물

HRID 2217616

반응식

HRID 2217616 반응식
[CH3:1][O:2][C:3]1[CH:4]=[C:5](/[CH:11]=[C:12](/[C:16]2[CH:21]=[CH:20][C:19]([OH:22])=[CH:18][CH:17]=2)\[C:13]([OH:15])=[O:14])[CH:6]=[C:7]([O:9][CH3:10])[CH:8]=1.[CH3:23]O>S(=O)(=O)(O)O>[CH3:23][O:14][C:13](=[O:15])/[C:12](/[C:16]1[CH:17]=[CH:18][C:19]([OH:22])=[CH:20][CH:21]=1)=[CH:11]\[C:5]1[CH:6]=[C:7]([O:9][CH3:10])[CH:8]=[C:3]([O:2][CH3:1])[CH:4]=1

참가 물질

4

반응물 2

HCID 887MethanolHCID 5386532Z-3-(3,5-Dimethoxyphenyl)-2-(4-hydroxyphenyl)-acrylic acid

생성물 1

HCID 15541463HCID 15541463, 화합물수율 35%

시약·촉매·용매 1

HCID 1118Sulfuric Acid촉매

실험 절차

Concentrated sulfuric acid (10 drops) was added to a stirred methanol suspension of thoroughly dried 19 (0.60 g, 2.0 mmol) under argon and heated at reflux for 18 h. Methanol was evaporated under reduced pressure, residue was taken up in ethyl acetate (20 mL) and washed with water (20 mL), saturated aqueous Na HCO3 (10 mL) and brine (10 mL). The organic layer was dried on anhydrous magnesium sulfate, filtered and the solvent was evaporated. The crude product obtained was purified by chromatography over silica gel and eluted with hexane-ethyl acetate (7:3) to yield 20 as white solid (0.24 g, 35%): 1HNMR (400 MHz, CDCl3) δ 7.26 (d, J=8.4 Hz, 2H), 6.82 (s, 1H), 6.76 (d, J=8.4 Hz, 2H), 6.45 (d, J=2.0 Hz, 2H), 6.34 (t, J=2.0 Hz, 1H), 4.97 (s, 1H), 3.73(s, 3H), 3.72(s, 6H).

후처리

  1. temperatureheated
  2. temperatureat reflux for 18 h
  3. customMethanol was evaporated under reduced pressure, residue
  4. washwashed with water (20 mL), saturated aqueous Na HCO3 (10 mL) and brine (10 mL)
  5. dry with materialThe organic layer was dried on anhydrous magnesium sulfate
  6. filtrationfiltered
  7. customthe solvent was evaporated
  8. customThe crude product obtained
  9. customwas purified by chromatography over silica gel
  10. washeluted with hexane-ethyl acetate (7:3)

출처 및 근거

ORD 기록
ord-0dc1d8b0f8614c3d86197a8820699e1f
출처 데이터셋
uspto-grants-2008_08
특허 번호
US07407978B2

연결된 노트

불러오는 중…