Sulfuric Acid → 1-(4-Fluorophenyl)-6-(1-methylethyl)-2-oxo-1,2-dihydropyridine-3-carboxylic acid

HRID 2095806ノート

反応式

HRID 2095806 の反応式
[F:1][C:2]1[CH:7]=[CH:6][C:5]([N:8]2[C:13]([CH:14]([CH3:16])[CH3:15])=[CH:12][CH:11]=[C:10]([C:17]#N)[C:9]2=[O:19])=[CH:4][CH:3]=1.S(=O)(=O)(O)[OH:21].[OH-:25].[Na+]>O>[F:1][C:2]1[CH:7]=[CH:6][C:5]([N:8]2[C:13]([CH:14]([CH3:16])[CH3:15])=[CH:12][CH:11]=[C:10]([C:17]([OH:21])=[O:25])[C:9]2=[O:19])=[CH:4][CH:3]=1

参加物

5

反応物 3

HCID 1118Sulfuric AcidHCID 14798Sodium HydroxideHCID 669688061-(4-Fluorophenyl)-6-(1-methylethyl)-2-oxo-1,2-dihydropyridine-3-carbonitrile

生成物 1

HCID 669689221-(4-Fluorophenyl)-6-(1-methylethyl)-2-oxo-1,2-dihydropyridine-3-carboxylic acid収率 65%

試薬・触媒・溶媒 1

HCID 962Water溶媒

反応条件

温度
100 °C

実験手順

To a mixture of 1-(4-fluorophenyl)-6-(1-methylethyl)-2-oxo-1,2-dihydropyridine-3-carbonitrile (604 mg, 2.35 mmol) and water (5 mL) was added conc. sulfuric acid (5 mL) at 0° C., and the mixture was stirred at 100° C. for 14 hr. After cooling to 0° C., the mixture was basified (pH 11) with 8N aqueous sodium hydroxide solution and washed with ethyl acetate. The aqueous layer was acidified (pH 4) with 5N hydrochloric acid and extracted with ethyl acetate. The organic layer was dried over anhydrous magnesium sulfate and filtered, and the solvent was evaporated under reduced pressure to give the title compound (425 mg, 65%) as a pale-yellow solid.

後処理

  1. temperatureAfter cooling to 0° C.
  2. washwashed with ethyl acetate
  3. extractionextracted with ethyl acetate
  4. dry with materialThe organic layer was dried over anhydrous magnesium sulfate
  5. filtrationfiltered
  6. customthe solvent was evaporated under reduced pressure

出典と根拠

ORDレコード
ord-ea2fc65335a8478ca34d273fd34ecce2
出典データセット
uspto-grants-2013_05
特許番号
US08445509B2

反応ノート

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