Lithium Hydroxide → HCID 86624092, compound

HRID 512475Notes

Reaction equation

HRID 512475 reaction equation
[Cl:1][C:2]1[CH:3]=[C:4]([C:19]([O:21]C)=[O:20])[C:5](=[O:18])[NH:6][C:7]=1[C:8]([F:17])([F:16])[C:9]([F:15])([F:14])[C:10]([F:13])([F:12])[F:11].[OH-].[Li+]>CO.O>[Cl:1][C:2]1[CH:3]=[C:4]([C:19]([OH:21])=[O:20])[C:5](=[O:18])[NH:6][C:7]=1[C:8]([F:16])([F:17])[C:9]([F:15])([F:14])[C:10]([F:12])([F:13])[F:11]

Participants

5

Reactant 2

HCID 3939Lithium HydroxideHCID 86624091HCID 86624091, compound

Product 1

HCID 86624092HCID 86624092, compound

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 962WaterSolvent

Procedure

1.54 g (4.33 mmol) of methyl 5-chloro-6-(heptafluoropropyl)-2-oxo-1,2-dihydropyridine-3-carboxylate were dissolved in 23 ml of methanol, and a solution of 0.16 g (6.5 mmol) of lithium hydroxide in 13 ml of water was added. After two hours of heating under reflux, the methanol was distilled off, and the aqueous solution that remained was washed with dichloromethane. The aqueous phase was then acidified with 2N hydrochloric acid and extracted with dichloromethane. Drying and concentration of the extract gave 1.45 g (98% o of theory) of a brownish powder.

Workup

  1. temperatureAfter two hours of heating
  2. temperatureunder reflux
  3. distillationthe methanol was distilled off
  4. washthe aqueous solution that remained was washed with dichloromethane
  5. extractionextracted with dichloromethane
  6. customDrying
  7. customconcentration of the extract gave 1.45 g (98% o of theory) of a brownish powder

Sources & evidence

ORD record
ord-8a54dbf02f274956a1df08b7c04caffa
Source dataset
uspto-grants-2015_08
Patent number
US09102623B2

Reaction notes

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