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1,1'-Difluoro-2,2'-bipyridinium Bis(tetrafluoroborate) → 5-Fluoro-1,6-dimethyl-4-hydroxy-2-oxo-1,2-dihydropyridine-3-carboxylic acid

HRID 1873754
ノート
印刷プレビュー

反応式

HRID 1873754 の反応式
CC1(C)[O:7][C:6](=[O:8])[C:5](=[C:9]([OH:15])[CH:10]=[C:11]([NH:13][CH3:14])[CH3:12])[C:4](=O)[O:3]1.[F:18][B-](F)(F)F.F[B-](F)(F)F.F[N+]1C=CC=CC=1C1C=CC=C[N+]=1F>C(#N)C>[F:18][C:10]1[C:9]([OH:15])=[C:5]([C:6]([OH:7])=[O:8])[C:4](=[O:3])[N:13]([CH3:14])[C:11]=1[CH3:12]
参加物反応条件実験手順後処理出典と根拠反応ノート

参加物

4

反応物 2

HCID 27339311,1'-Difluoro-2,2'-bipyridinium Bis(tetrafluoroborate)HCID 761689572,2-Dimethyl-5-(1-hydroxy-3-methylamino-2-butenylidene)-1,3-dioxane-4,6-dione

生成物 1

HCID 576721225-Fluoro-1,6-dimethyl-4-hydroxy-2-oxo-1,2-dihydropyridine-3-carboxylic acid収率 108.9%

試薬・触媒・溶媒 1

HCID 6342Acetonitrile溶媒

反応条件

温度
50 °C

実験手順

1.0 g of 2,2-dimethyl-5-(1-hydroxy-3-methylamino-2-butenylidene)-1,3-dioxane-4,6-dione was suspended in 20 ml of acetonitrile, 806 mg of N,N′-difluoro-2,2′-bipyridinium bis(tetrafluoroborate) was added thereto, and this was stirred at room temperature for 1 hour and at 50° C. for 30 minutes. The reaction mixture was added to 100 ml of ice water and extracted with 100 ml of chloroform twice. The organic layer was dried with anhydrous magnesium sulfate and concentrated, and the residue was subjected to silica gel column chromatography (eluent:ethyl acetate) to obtain 480 mg of 5-fluoro-1,6-dimethyl-4-hydroxy-2-oxo-1,2-dihydropyridine-3-carboxylic acid represented by the formula:

後処理

  1. extractionextracted with 100 ml of chloroform twice
  2. dry with materialThe organic layer was dried with anhydrous magnesium sulfate
  3. concentrationconcentrated

出典と根拠

ORDレコード
ord-af11095f0c5f4ae0a146bc2569e0aad6
出典データセット
uspto-grants-2012_11
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US08304437B2

反応ノート

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