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

HRID 747866

反応式

HRID 747866 の反応式
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

参加物

5

反応物 3

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

生成物 1

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

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-2f8b5397725240e8bf29bd29c8541eb3
出典データセット
uspto-grants-2008_07
特許番号
US07399767B2

関連ノート

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