Lithium Hydroxide → 2-Methyl-N-(2,2,3,3,3-pentafluoro-propyl)-malonamic acid

HRID 1348581Notes

Reaction equation

HRID 1348581 reaction equation
C([O:3][C:4](=[O:18])[CH:5]([CH3:17])[C:6]([NH:8][CH2:9][C:10]([F:16])([F:15])[C:11]([F:14])([F:13])[F:12])=[O:7])C.[OH-].[Li+]>O1CCCC1.O>[CH3:17][CH:5]([C:6]([NH:8][CH2:9][C:10]([F:15])([F:16])[C:11]([F:12])([F:14])[F:13])=[O:7])[C:4]([OH:18])=[O:3]

Participants

5

Reactant 2

HCID 3939Lithium HydroxideHCID 86605283HCID 86605283, compound

Product 1

HCID 210724942-Methyl-N-(2,2,3,3,3-pentafluoro-propyl)-malonamic acid

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 8028TetrahydrofuranSolvent

Procedure

To a solution of 1.8 g (6.5 mmol) 2-Methyl-N-(2,2,3,3,3-pentafluoro-propyl)-malonamic acid ethyl ester in 40 ml of tetrahydrofurane, 20 ml of water and 1.09 g (26 mmol) of lithium hydroxide were added and the mixture was stirred overnight at room temperature. After concentration in vacuo water (50 ml) was added and the mixture was extracted with dichloromethane (three times 30 ml). The aqueous phase was acidified with 8 N hydrochloric acid and extracted with dichloromethane (three times 30 ml).

Workup

  1. concentrationAfter concentration in vacuo water (50 ml)
  2. additionwas added
  3. extractionthe mixture was extracted with dichloromethane (three times 30 ml)
  4. extractionextracted with dichloromethane (three times 30 ml)

Sources & evidence

ORD record
ord-c67d11bf44bd42319a07a532c4d7211b
Source dataset
uspto-grants-2007_05
Patent number
US07211573B2

Reaction notes

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