Hydrochloric Acid → 4-Hydroxy-3-[2-(4-methylphenyl)ethyl]benzofuran

HRID 230872노트

반응식

HRID 230872 반응식
[OH:1][C:2]1[C:7]([C:8](=O)[CH:9]=[CH:10][CH:11]2[CH:16]=[CH:15][C:14]([CH3:17])=[CH:13][CH2:12]2)=[C:6]([O:19][CH2:20]C(OC)=O)[CH:5]=[CH:4][CH:3]=1.C[O-].[Na+].Cl>CO>[OH:1][C:2]1[C:7]2[C:8]([CH2:9][CH2:10][C:11]3[CH:12]=[CH:13][C:14]([CH3:17])=[CH:15][CH:16]=3)=[CH:20][O:19][C:6]=2[CH:5]=[CH:4][CH:3]=1

참가 물질

5

반응물 3

HCID 313Hydrochloric AcidHCID 10942334Sodium MethoxideHCID 671360496'-Hydroxy-2'-methoxycarbonylmethoxy-4-methyldihydrochalcone

생성물 1

HCID 231035724-Hydroxy-3-[2-(4-methylphenyl)ethyl]benzofuran수율 29.2%

시약·촉매·용매 1

HCID 887Methanol용매

실험 절차

To a solution of 6′-hydroxy-2′-methoxycarbonylmethoxy-4-methyldihydrochalcone (0.58 g) in methanol (10 mL) was added sodium methoxide (28% methanol solution, 0.68 mL), and the mixture was heated for reflux overnight. The reaction mixture was cooled to room temperature and poured into 1 mol/L hydrochloric acid. The resulting mixture was extracted with ethyl acetate, and the extract was washed with water and dried over anhydrous magnesium sulfate. The solvent was removed under reduced pressure, and the residue was purified by column chromatography on silica gel (eluent: n-hexane/ethyl acetate=5/1) to give the title compound (0.13 g).

후처리

  1. temperaturethe mixture was heated
  2. temperaturefor reflux overnight
  3. extractionThe resulting mixture was extracted with ethyl acetate
  4. washthe extract was washed with water
  5. dry with materialdried over anhydrous magnesium sulfate
  6. customThe solvent was removed under reduced pressure
  7. customthe residue was purified by column chromatography on silica gel (eluent: n-hexane/ethyl acetate=5/1)

출처 및 근거

ORD 기록
ord-45381cca27e14a78ae6f16510cbbc7a6
출처 데이터셋
uspto-grants-2009_07
특허 번호
US07566699B2

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