Acetone → 7-Methoxymethoxy-3-(4-methoxymethoxyphenyl)-3-methylthiochroman-4-one

HRID 1859339노트

반응식

HRID 1859339 반응식
C[C:2](C)=[O:3].[OH:5][C:6]1[CH:15]=[C:14]2[C:9]([C:10](=[O:24])[C:11]([C:17]3[CH:22]=[CH:21][C:20]([OH:23])=[CH:19][CH:18]=3)([CH3:16])[CH2:12][S:13]2)=[CH:8][CH:7]=1.[C:25](=O)([O-])[O-].[K+].[K+].[CH3:31][O:32][CH2:33]Cl>O>[CH3:31][O:32][CH2:33][O:5][C:6]1[CH:15]=[C:14]2[C:9]([C:10](=[O:24])[C:11]([C:17]3[CH:22]=[CH:21][C:20]([O:23][CH2:25][O:3][CH3:2])=[CH:19][CH:18]=3)([CH3:16])[CH2:12][S:13]2)=[CH:8][CH:7]=1

참가 물질

6

반응물 4

HCID 180AcetoneHCID 7864Chloromethyl Methyl EtherHCID 11430Potassium CarbonateHCID 22033294HCID 22033294, 화합물

생성물 1

HCID 220332467-Methoxymethoxy-3-(4-methoxymethoxyphenyl)-3-methylthiochroman-4-one수율 88%

시약·촉매·용매 1

HCID 962Water용매

실험 절차

To dry acetone solution (100 ml) of 7-hydroxy-3-(4-hydroxyphenyl)-3-methylthiochroman-4-one (2.30 g, 8.04 mmol) were added potassium carbonate (8.87 g, 64.3 mmol) and methoxymethyl chloride (4.64 ml, 61.5 mmol), and the mixture was heated under refluxing for 40 hours. After adding water, the reaction solution was extracted with ethyl acetate. The organic layer was washed with saturated saline, dried over anhydrous magnesium sulfate and then distilled under reduced pressure to remove the solvent. The crude product thus obtained was purified with silica gel column chromatography (ethyl acetate:hexane=1:3) to obtain 2.65 g (yield: 88%) of the title compound.

후처리

  1. temperaturethe mixture was heated
  2. temperatureunder refluxing for 40 hours
  3. extractionthe reaction solution was extracted with ethyl acetate
  4. washThe organic layer was washed with saturated saline
  5. dry with materialdried over anhydrous magnesium sulfate
  6. distillationdistilled under reduced pressure
  7. customto remove the solvent
  8. customThe crude product thus obtained
  9. customwas purified with silica gel column chromatography (ethyl acetate:hexane=1:3)

출처 및 근거

ORD 기록
ord-63e273ff366f476faa546b9ffcda0c6a
출처 데이터셋
uspto-grants-2000_11
특허 번호
US06153768

반응 노트

불러오는 중…