HCID 178469510、化合物 → 4-Quinolone-3-carboxylic acid

HRID 73887ノート

反応式

HRID 73887 の反応式
C([O:3][C:4]([C:6]1[CH:7]=[N:8][C:9]2[C:14]([C:15]=1[OH:16])=[CH:13][CH:12]=[CH:11][CH:10]=2)=[O:5])C>[OH-].[Na+]>[O:16]=[C:15]1[C:14]2[C:9](=[CH:10][CH:11]=[CH:12][CH:13]=2)[NH:8][CH:7]=[C:6]1[C:4]([OH:5])=[O:3]

参加物

3

反応物 1

HCID 178469510HCID 178469510、化合物

生成物 1

HCID 2208754-Quinolone-3-carboxylic acid収率 92%

試薬・触媒・溶媒 1

HCID 14798Sodium Hydroxide溶媒

実験手順

4-Hydroxyquinoline-3-carboxylic acid ethyl ester (15 g, 69 mmol) was suspended in sodium hydroxide solution (2N, 150 mL) and stirred for 2 h under reflux. After cooling, the mixture was filtered, and the filtrate was acidified to pH 4 with 2N HCl. The resulting precipitate was collected via filtration, washed with water and dried under vacuum to give 4-oxo-1,4-dihydroquinoline-3-carboxylic acid (A-1) as a pale white solid (10.5 g, 92%). 1H NMR (d-DMSO) δ 15.34 (s, 1H), 13.42 (s, 1H), 8.89 (s, 1H), 8.28 (d, J=8.0 Hz, 1H), 7.88 (m, 1H), 7.81 (d, J=8.4 Hz, 1H), 7.60 (m, 1H).

後処理

  1. temperatureunder reflux
  2. temperatureAfter cooling
  3. filtrationthe mixture was filtered
  4. filtrationThe resulting precipitate was collected via filtration
  5. washwashed with water
  6. customdried under vacuum

出典と根拠

ORDレコード
ord-b8419e29d55c445e96342b15692ddd37
出典データセット
uspto-grants-2014_09
特許番号
US08829204B2

反応ノート

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