Hydrochloric Acid → HCID 68814378, compound

HRID 1436712Notes

Reaction equation

HRID 1436712 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-2fdc8d74092244499c0d16eb75bdf306
Source dataset
uspto-grants-2009_11
Patent number
US07618978B2

Reaction notes

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