Sodium Hydroxide → 2-Ethyloxazolo[4,5-c]quinoline

HRID 1168759

反応式

HRID 1168759 の反応式
Cl.[NH2:2][C:3]1[CH:4]=[N:5][C:6]2[C:11]([C:12]=1[OH:13])=[CH:10][CH:9]=[CH:8][CH:7]=2.[C:14](OC(=O)CC)(=O)[CH2:15][CH3:16].[OH-].[Na+]>O>[CH2:15]([C:16]1[O:13][C:12]2[C:11]3[CH:10]=[CH:9][CH:8]=[CH:7][C:6]=3[N:5]=[CH:4][C:3]=2[N:2]=1)[CH3:14]

参加物

5

反応物 3

HCID 14798Sodium HydroxideHCID 31263Propionic anhydrideHCID 178479094HCID 178479094、化合物

生成物 1

HCID 226482852-Ethyloxazolo[4,5-c]quinoline

試薬・触媒・溶媒 1

HCID 962Water溶媒

実験手順

3-Aminoquinolin-4-ol hydrochloride (6 g) was refluxed with propanoic anhydride (8 eq.) until analysis by thin layer chromatography indicated that the reaction was complete. The reaction mixture was cooled, diluted with ice and water, made basic with 10% sodium hydroxide and then extracted with dichloromethane. The extract was washed with water and brine, dried over magnesium sulfate and then concentrated under vacuum. The residue was purified by column chromatography (silica gel eluting with methanol/ethyl acetate) to provide 4.0 g of 2-ethyloxazolo[4,5-c]quinoline.

後処理

  1. temperatureThe reaction mixture was cooled
  2. extractionextracted with dichloromethane
  3. washThe extract was washed with water and brine
  4. dry with materialdried over magnesium sulfate
  5. concentrationconcentrated under vacuum
  6. customThe residue was purified by column chromatography (silica gel eluting with methanol/ethyl acetate)

出典と根拠

ORDレコード
ord-b0a3ee03a1f040bab759611f05b73f50
出典データセット
uspto-grants-2003_09
特許番号
US06627638B2

関連ノート

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