Ethanethiol → 7-Hydroxy-4-methyl-3-pyridin-4-yl-chromen-2-one

HRID 747866

반응식

HRID 747866 반응식
C[O:2][C:3]1[CH:12]=[C:11]2[C:6]([C:7]([CH3:20])=[C:8]([C:14]3[CH:19]=[CH:18][N:17]=[CH:16][CH:15]=3)[C:9](=[O:13])[O:10]2)=[CH:5][CH:4]=1.CCS.[Al](Br)(Br)Br>C(Cl)Cl>[OH:2][C:3]1[CH:12]=[C:11]2[C:6]([C:7]([CH3:20])=[C:8]([C:14]3[CH:15]=[CH:16][N:17]=[CH:18][CH:19]=3)[C:9](=[O:13])[O:10]2)=[CH:5][CH:4]=1

참가 물질

5

반응물 3

HCID 6343EthanethiolHCID 24409Aluminum bromideHCID 116590187-Methoxy-4-methyl-3-pyridin-4-yl-chromen-2-one

생성물 1

HCID 1355029137-Hydroxy-4-methyl-3-pyridin-4-yl-chromen-2-one

시약·촉매·용매 1

HCID 6344Dichloromethane용매

실험 절차

To a solution of 7-methoxy-4-methyl-3-pyridin-4-yl-chromen-2-one (600 mg, 2.24 mmoL) in CH2Cl2 (10 mL) at 0° C. was added EtSH (˜1 mL) followed by AlBr3 (6.74 mmoL, 1.80 g). The mixture was slowly warm to room temperature and poured into ice sat. NaHCO3 solution. Extraction was conducted 3× with CH2Cl2. The combined organic layer was washed with brine, dried over anhydrous Na2SO4, filtered and concentrated to give the crude material, which was then purified by silica gel column chromatography using hexanes:ethyl acetate 1:1 as eluent to afford the title product as pale yellow solid.

후처리

  1. additionpoured into ice sat. NaHCO3 solution
  2. extractionExtraction
  3. washThe combined organic layer was washed with brine
  4. dry with materialdried over anhydrous Na2SO4
  5. filtrationfiltered
  6. concentrationconcentrated
  7. customto give the crude material, which
  8. customwas then purified by silica gel column chromatography

출처 및 근거

ORD 기록
ord-2f8b5397725240e8bf29bd29c8541eb3
출처 데이터셋
uspto-grants-2008_07
특허 번호
US07399767B2

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