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

HRID 1168759

반응식

HRID 1168759 반응식
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]

참가 물질

5

반응물 3

HCID 14798Sodium HydroxideHCID 31263Propionic anhydrideHCID 178479094HCID 178479094, 화합물

생성물 1

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

시약·촉매·용매 1

HCID 962Water용매

실험 절차

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.

후처리

  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)

출처 및 근거

ORD 기록
ord-b0a3ee03a1f040bab759611f05b73f50
출처 데이터셋
uspto-grants-2003_09
특허 번호
US06627638B2

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