Methanol → Methyl 2-chloro-5-fluoronicotinate

HRID 493559노트

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HRID 493559 반응식
[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]

참가 물질

5

반응물 4

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

생성물 1

HCID 24229209Methyl 2-chloro-5-fluoronicotinate수율 25%

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온도
0 °C

실험 절차

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:

후처리

  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

출처 및 근거

ORD 기록
ord-904343bb1a7749c3b901288de5cb9bd7
출처 데이터셋
uspto-grants-2009_05
특허 번호
US07534914B2

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