Hydrochloric Acid → HCID 68814378, compound

HRID 732573Notes

Reaction equation

HRID 732573 reaction equation
C[O:2][C:3](=[O:21])[C:4]1[CH:16]=[C:15]([O:17][CH:18]([F:20])[F:19])[CH:14]=[C:6]([C:7]([N:9]([CH3:13])[CH2:10][CH2:11][CH3:12])=[O:8])[CH:5]=1.[OH-].[Na+].Cl>CO>[F:19][CH:18]([F:20])[O:17][C:15]1[CH:14]=[C:6]([C:7]([N:9]([CH3:13])[CH2:10][CH2:11][CH3:12])=[O:8])[CH:5]=[C:4]([CH:16]=1)[C:3]([OH:21])=[O:2]

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 68815204HCID 68815204, compound

Product 1

HCID 68814378HCID 68814378, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

Treat a solution of 5-difluoromethoxy-N-methyl-N-propyl-isophthalamic acid methyl ester (1.6 g, 5.3 mmol) in methanol (30 mL) with 2 N NaOH (4 mL, 8.0 mmol). Stir at room temperature overnight and acidify to about pH=4 using 1 N HCl. Extract with ethyl acetate (150 mL), wash the organic layer with saturated aqueous sodium chloride, dry (magnesium sulfate) and concentrate to give the title compound which is used in the next step without further purification.

Workup

  1. extractionExtract with ethyl acetate (150 mL)
  2. washwash the organic layer with saturated aqueous sodium chloride
  3. dry with materialdry (magnesium sulfate)
  4. concentrationconcentrate

Sources & evidence

ORD record
ord-8d45430cc787465bae30a050c4394e87
Source dataset
uspto-grants-2009_09
Patent number
US07585885B2

Reaction notes

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