Hydrochloric Acid → HCID 21105745, compound

HRID 1354476Notes

Reaction equation

HRID 1354476 reaction equation
[O:1]([C:8]1[CH:9]=[C:10]([C:14]2[N:18]=[C:17]([C:19]3[CH:28]=[CH:27][C:22]([C:23]([O:25]C)=[O:24])=[CH:21][CH:20]=3)[O:16][N:15]=2)[CH:11]=[CH:12][CH:13]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[OH-].[Na+].CO.Cl>O1CCCC1>[O:1]([C:8]1[CH:9]=[C:10]([C:14]2[N:18]=[C:17]([C:19]3[CH:28]=[CH:27][C:22]([C:23]([OH:25])=[O:24])=[CH:21][CH:20]=3)[O:16][N:15]=2)[CH:11]=[CH:12][CH:13]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

Participants

6

Reactant 4

HCID 313Hydrochloric AcidHCID 887MethanolHCID 14798Sodium HydroxideHCID 22934573HCID 22934573, compound

Product 1

HCID 21105745HCID 21105745, compoundYield 83%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Conditions

Temperature
60 °C

Procedure

A mixture of methyl 4-[3-(3-phenoxyphenyl)-1,2,4-oxadiazol-5-yl]benzoate (1.69 g), 1 M aqueous sodium hydroxide solution (10 ml), methanol (15 ml) and tetrahydrofuran (15 ml) was stirred at 60° C. for 1 hr. After cooling, 1 M hydrochloric acid was added to acidify the reaction mixture. The crystals were collected by filtration and recrystallized from hexane-tetrahydrofuran to give 4-[3-(3-phenoxyphenyl)-1,2,4-oxadiazol-5-yl]benzoic acid (1.35 g, yield 83%) as colorless crystals. melting point: 292–293° C.

Workup

  1. temperatureAfter cooling
  2. filtrationThe crystals were collected by filtration
  3. customrecrystallized from hexane-tetrahydrofuran

Sources & evidence

ORD record
ord-93689a9e6ad3407f915c9ed01813d2ec
Source dataset
uspto-grants-2007_05
Patent number
US07223791B2

Reaction notes

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