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

HRID 2253592ノート

反応式

HRID 2253592 の反応式
[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]

参加物

5

反応物 3

HCID 4628Oxolinic AcidHCID 14797Potassium HydroxideHCID 25134Boron tribromide

生成物 1

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

試薬・触媒・溶媒 1

HCID 962Water溶媒

実験手順

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.

後処理

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

出典と根拠

ORDレコード
ord-0872327a78f3481b8092275f8f211e95
出典データセット
uspto-grants-1993_08
特許番号
US05232918

反応ノート

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