Lithium Hydroxide → HCID 68817904, compound

HRID 732485Notes

Reaction equation

HRID 732485 reaction equation
C([O:3][C:4](=[O:21])[C:5]1[CH:17]=[C:16]([CH:18]([F:20])[F:19])[CH:15]=[C:7]([C:8]([N:10]([CH3:14])[CH2:11][CH2:12][CH3:13])=[O:9])[CH:6]=1)C.[OH-].[Li+]>C1COCC1>[F:19][CH:18]([F:20])[C:16]1[CH:15]=[C:7]([C:8]([N:10]([CH3:14])[CH2:11][CH2:12][CH3:13])=[O:9])[CH:6]=[C:5]([CH:17]=1)[C:4]([OH:21])=[O:3]

Participants

4

Reactant 2

HCID 3939Lithium HydroxideHCID 68816571HCID 68816571, compound

Product 1

HCID 68817904HCID 68817904, compoundYield 100%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

Stir a solution of 5-difluoromethyl-N-methyl-N-propyl-isophthalamic acid ethyl ester (68 mg, 0.23 mmol), 1 N lithium hydroxide (1.15 mL) and THF (1.15 mL) at room temperature over the weekend. Add water and extract with dichloromethane. Acidify the aqueous with 5 N HCl (240 μL), extract with dichloromethane, dry (magnesium sulfate) and concentrate to give the title compound (61 mg, 100%).

Workup

  1. extractionAdd water and extract with dichloromethane
  2. extractionextract with dichloromethane
  3. dry with materialdry (magnesium sulfate)
  4. concentrationconcentrate

Sources & evidence

ORD record
ord-0086b3b4a2dd4cda90ddd7909a80fa78
Source dataset
uspto-grants-2009_09
Patent number
US07585885B2

Reaction notes

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