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

HRID 401221ノート

反応式

HRID 401221 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-9fe4833e36484a30a736f4212c61b6aa
出典データセット
uspto-grants-2014_06
特許番号
US08741925B2

反応ノート

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