Pyridinium chloride → 3-(2,4-Dihydroxyphenyl)-7-hydroxy-4-methyl-chromen-2-one

HRID 2055031

반응식

HRID 2055031 반응식
C[O:2][C:3]1[CH:8]=[C:7]([O:9]C)[CH:6]=[CH:5][C:4]=1[CH:11]1[C:20]([CH3:21])=[C:19]2[C:14](=[CH:15][C:16](OC(=O)C)([OH:22])[CH:17]=[CH:18]2)[O:13][C:12]1=[O:27].Cl.N1C=CC=CC=1>>[OH:2][C:3]1[CH:8]=[C:7]([OH:9])[CH:6]=[CH:5][C:4]=1[C:11]1[C:12](=[O:27])[O:13][C:14]2[C:19]([C:20]=1[CH3:21])=[CH:18][CH:17]=[C:16]([OH:22])[CH:15]=2

참가 물질

3

반응물 2

HCID 10176127Pyridinium chlorideHCID 69317693Acetic acid 3-(2,4-dimethoxyphenyl)-7-hydroxy4-methyl-2-oxo-2H-chromen-7-yl ester

생성물 1

HCID 111968603-(2,4-Dihydroxyphenyl)-7-hydroxy-4-methyl-chromen-2-one

반응 조건

온도
210 °C

실험 절차

A mixture of acetic acid 3-(2,4-dimethoxyphenyl)-7-hydroxy-4-methyl-2-oxo-2H-chromen-7-yl ester, prepared as in Example 1 (0.177 g, 0.5 mmol, 1 eq) and dry pyridine hydrochloride (0.9 g, 8.8 mmol, 16 eq) was stirred and heated in an oil bath to a melt, at 210° C. under a closed nitrogen atmosphere in a loosely stoppered round bottom flask for 1 hour. After cooling to room temperature the reaction mixture was triturated with water and the aqueous solution was extracted several times with ethyl acetate until the latter was colorless. Combined organic extracts were washed with brine, dried (anhydrous sodium sulphate), filtered and evaporated to yield the title compound as a pinkish crystalline solid.

후처리

  1. temperatureAfter cooling to room temperature the reaction mixture
  2. customwas triturated with water
  3. extractionthe aqueous solution was extracted several times with ethyl acetate until the latter
  4. washCombined organic extracts were washed with brine
  5. dry with materialdried (anhydrous sodium sulphate)
  6. filtrationfiltered
  7. customevaporated

출처 및 근거

ORD 기록
ord-2403278804b54816b7ec9dc1a20c1c45
출처 데이터셋
uspto-grants-2008_02
특허 번호
US07329654B2

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