Methanol → Methyl 2-chloro-5-fluoronicotinate

HRID 493559ノート

反応式

HRID 493559 の反応式
[Cl:1][C:2]1[N:10]=[CH:9][C:8]([F:11])=[CH:7][C:3]=1[C:4]([OH:6])=[O:5].S(=O)(=O)(O)O.[OH-].[Na+].[CH3:19]O>>[Cl:1][C:2]1[N:10]=[CH:9][C:8]([F:11])=[CH:7][C:3]=1[C:4]([O:6][CH3:19])=[O:5]

参加物

5

反応物 4

HCID 887MethanolHCID 1118Sulfuric AcidHCID 14798Sodium HydroxideHCID 114352432-Chloro-5-fluoronicotinic acid

生成物 1

HCID 24229209Methyl 2-chloro-5-fluoronicotinate収率 25%

反応条件

温度
0 °C

実験手順

To a solution of 2-chloro-5-fluoronicotinic acid (5.2 g, 30 mmol) in methanol (20 ml) was added conc. sulfuric acid (0.5 ml) and the reaction mixture was stirred at reflux for 30 hours. The reaction mixture was cooled to 0° C. and 0.5 N sodium hydroxide solution was added to the mixture. The whole was extracted with diethylether. The organic phase was washed with brine, dried (sodium sulfate), and concentrated to afford 3.2 g (25%) of the title compound:

後処理

  1. temperatureat reflux for 30 hours
  2. extractionThe whole was extracted with diethylether
  3. washThe organic phase was washed with brine
  4. dry with materialdried (sodium sulfate)
  5. concentrationconcentrated

出典と根拠

ORDレコード
ord-904343bb1a7749c3b901288de5cb9bd7
出典データセット
uspto-grants-2009_05
特許番号
US07534914B2

反応ノート

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