Methanol → HCID 15541463, 화합물

HRID 2238251

반응식

HRID 2238251 반응식
S(=O)(=O)(O)O.[CH3:6][O:7][C:8]1[CH:9]=[C:10](/[CH:16]=[C:17](/[C:21]2[CH:26]=[CH:25][C:24]([OH:27])=[CH:23][CH:22]=2)\[C:18]([OH:20])=[O:19])[CH:11]=[C:12]([O:14][CH3:15])[CH:13]=1.[CH3:28]O>>[CH3:28][O:19][C:18](=[O:20])/[C:17](/[C:21]1[CH:22]=[CH:23][C:24]([OH:27])=[CH:25][CH:26]=1)=[CH:16]\[C:10]1[CH:11]=[C:12]([O:14][CH3:15])[CH:13]=[C:8]([O:7][CH3:6])[CH:9]=1

참가 물질

4

반응물 3

HCID 887MethanolHCID 1118Sulfuric AcidHCID 5386532Z-3-(3,5-Dimethoxyphenyl)-2-(4-hydroxyphenyl)-acrylic acid

생성물 1

HCID 15541463HCID 15541463, 화합물수율 35%

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-f89114a8f9944711b3f33ed1c429ec32
출처 데이터셋
uspto-grants-2010_05
특허 번호
US07718682B2

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