Hydrochloric Acid → HCID 15463507, compound

HRID 430787Notes

Reaction equation

HRID 430787 reaction equation
[O:1]([CH2:8][C:9]([NH:11][CH2:12][C:13]1[C:17]2[CH:18]=[CH:19][CH:20]=[C:21]([O:22][CH2:23][C:24]([O:26]C)=[O:25])[C:16]=2[O:15][CH:14]=1)=[O:10])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[OH-].[Na+].Cl.O>CO>[O:1]([CH2:8][C:9]([NH:11][CH2:12][C:13]1[C:17]2[CH:18]=[CH:19][CH:20]=[C:21]([O:22][CH2:23][C:24]([OH:26])=[O:25])[C:16]=2[O:15][CH:14]=1)=[O:10])[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1

Participants

6

Reactant 4

HCID 313Hydrochloric AcidHCID 962WaterHCID 14798Sodium HydroxideHCID 15463506HCID 15463506, compound

Product 1

HCID 15463507HCID 15463507, compoundYield 89.1%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

Methyl (3-((phenoxyacetylamino)methyl)benzofuran-7-yloxy)acetate (126 mg) was dissolved in methanol (5 ml) and 1N aqueous sodium hydroxide solution (0.5 ml) was added to the obtained solution, followed by stirring the resulting solution at room temperature for 1 hour. To the reaction solution, 1N hydrochloric acid (1 ml) was added and the solution was poured into water layer (30 ml), followed by extracting the resultant twice with ethyl acetate (20 ml). The organic layers were combined and washed with saturated brine, followed by drying over sodium sulfate. After removing the sodium sulfate by filtration, the solvent was removed under reduced pressure and the residue was recrystallized from cyclohexane/ethyl acetate to obtain the desired compound (108 mg, yield: 89%).

Workup

  1. extractionby extracting the resultant twice with ethyl acetate (20 ml)
  2. washwashed with saturated brine
  3. dry with materialby drying over sodium sulfate
  4. customAfter removing the sodium sulfate
  5. filtrationby filtration
  6. customthe solvent was removed under reduced pressure
  7. customthe residue was recrystallized from cyclohexane/ethyl acetate

Sources & evidence

ORD record
ord-a626bcece12c4a53be05fa0164701548
Source dataset
uspto-grants-2001_11
Patent number
US06323235B1

Reaction notes

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