Sodium Hydroxide → 4-Methoxy-5-methoxycarbonyl-nicotinic acid

HRID 6895ノート

反応式

HRID 6895 の反応式
C[O:2][C:3](=[O:16])[C:4]1[C:9]([O:10][CH3:11])=[C:8]([C:12]([O:14][CH3:15])=[O:13])[CH:7]=[N:6][CH:5]=1.[OH-].[Na+]>CO.O>[CH3:11][O:10][C:9]1[C:4]([C:3]([OH:16])=[O:2])=[CH:5][N:6]=[CH:7][C:8]=1[C:12]([O:14][CH3:15])=[O:13]

参加物

5

反応物 2

HCID 14798Sodium HydroxideHCID 22019197Methyl-4-methoxy-5-methoxycarbonyl-nicotinate

生成物 1

HCID 220191954-Methoxy-5-methoxycarbonyl-nicotinic acid収率 57%

試薬・触媒・溶媒 2

HCID 887Methanol溶媒HCID 962Water溶媒2 回

実験手順

To a solution of 5,3 g (23.5 mmol) of methyl-4-methoxy-5-methoxycarbonyl-nicotinate in 150 ml of methanol and 50 m. of water is added a solution of 0.94 g (23,5 mmol) of sodium hydroxide in 10 ml of water. The resulting mixture is stirred at room temperature overnight. The methanol is removed under vacuum, the aqueous solution is made slightly acidic and extracted with ethyl acetate. The combined organic phases are dried and filtered through silica. The filtrate is evaporated to near dryness and diluted with diisopropyl ether. A precipitate is obtained, filtered off and dried. There is obtained 2,83 g (57% yield) of a white solid (M+1=212).

後処理

  1. customThe methanol is removed under vacuum
  2. extractionextracted with ethyl acetate
  3. customThe combined organic phases are dried
  4. filtrationfiltered through silica
  5. customThe filtrate is evaporated
  6. additiondiluted with diisopropyl ether
  7. customA precipitate is obtained
  8. filtrationfiltered off
  9. customdried

出典と根拠

ORDレコード
ord-5e8c5e49e9bb4710b4cc40f382d88cd5
出典データセット
uspto-grants-2006_08
特許番号
US07084163B2

反応ノート

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