Oxolinic Acid → 3-Quinolinecarboxylic acid, 1,4-dihydro-6,7-dihydroxy-1-ethyl-4-oxo-

HRID 2051472노트

반응식

HRID 2051472 반응식
[CH2:1]([N:3]1[C:12]2[C:7](=[CH:8][C:9]3[O:15]C[O:13][C:10]=3[CH:11]=2)[C:6](=[O:16])[C:5]([C:17]([OH:19])=[O:18])=[CH:4]1)[CH3:2].B(Br)(Br)Br.[OH-].[K+]>O>[OH:15][C:9]1[CH:8]=[C:7]2[C:12](=[CH:11][C:10]=1[OH:13])[N:3]([CH2:1][CH3:2])[CH:4]=[C:5]([C:17]([OH:19])=[O:18])[C:6]2=[O:16]

참가 물질

5

반응물 3

HCID 4628Oxolinic AcidHCID 14797Potassium HydroxideHCID 25134Boron tribromide

생성물 1

HCID 54930183-Quinolinecarboxylic acid, 1,4-dihydro-6,7-dihydroxy-1-ethyl-4-oxo-수율 84.1%

시약·촉매·용매 1

HCID 962Water용매

실험 절차

1.4-Dihydro-1-ethyl-6,7-methylenedioxy-4-oxoquinoline-3-carboxylic acid (3.9 g) and boron tribromide (15 ml) were heated at 50° C. for 15 hours. The reaction mixture was cooled and added slowly to water (100 ml) at 0° C. The pH was adjusted to 11 with concentrated potassium hydroxide, the mixture was filtered and the filtrate taken to pH1, whereupon the precipitate was collected by filtration, washed with water and dried to give 1,4-dihydro-6,7-dihydroxy-1-ethyl-4-oxoquinoline-3-carboxylic acid (3.13 g); δ((CD3)2SO) 1.42(3H,t); 4.46(2H,q); 7.23(1H,s); 7.66(1H,s); 8.82(1H,s)ppm.

후처리

  1. temperatureThe reaction mixture was cooled
  2. filtrationthe mixture was filtered
  3. filtrationwas collected by filtration
  4. washwashed with water
  5. customdried

출처 및 근거

ORD 기록
ord-6d6b922b8bfb491caff87fcde8a5d9cd
출처 데이터셋
uspto-grants-1991_05
특허 번호
US05019570

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