Hydrochloric Acid → HCID 21105732, compound

HRID 1354442Notes

Reaction equation

HRID 1354442 reaction equation
[F:1][C:2]([F:23])([F:22])[C:3]1[CH:8]=[CH:7][C:6]([C:9]2[CH:13]=[C:12]([C:14]3[CH:15]=[C:16]([CH:19]=[CH:20][CH:21]=3)[CH:17]=[O:18])[O:11][N:10]=2)=[CH:5][CH:4]=1.P([O-])(O)(O)=[O:25].[Na+].CC(=CC)C.Cl([O-])=O.[Na+].S([O-])([O-])=O.[Na+].[Na+].Cl>O.C(#N)C>[F:23][C:2]([F:1])([F:22])[C:3]1[CH:4]=[CH:5][C:6]([C:9]2[CH:13]=[C:12]([C:14]3[CH:15]=[C:16]([CH:19]=[CH:20][CH:21]=3)[C:17]([OH:25])=[O:18])[O:11][N:10]=2)=[CH:7][CH:8]=1

Participants

9

Reactant 6

HCID 313Hydrochloric AcidHCID 105532-Methyl-2-buteneHCID 24437Sodium SulfiteHCID 21105731HCID 21105731, compoundHCID 23668197Sodium ChloriteHCID 23672064Monosodium phosphate

Product 1

HCID 21105732HCID 21105732, compoundYield 80%

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 6342AcetonitrileSolvent

Procedure

To a mixture of 3-[3-(4-trifluoromethylphenyl)-5-isoxazolyl]benzaldehyde (0.539 g), sodium dihydrogen phosphate (0.204 g), 2-methyl-2-butene (1.80 ml), acetonitrile (40 ml) and water (10 ml) was added an aqueous solution (5 ml) of sodium chlorite (0.769 g), and the mixture was stirred at room temperature for 1 hr. To this mixture was added sodium sulfite (1.5 g), and the mixture was stirred for 10 min. and poured into 1 M hydrochloric acid. The crystals were collected by filtration and recrystallized from ethanol to give 3-[3-(4-trifluoromethylphenyl)-5-isoxazolyl]benzoic acid (0.451 g, yield 80%) as a colorless crystalline powder. melting point: 272–273° C.

Workup

  1. stirringthe mixture was stirred for 10 min.
  2. filtrationThe crystals were collected by filtration
  3. customrecrystallized from ethanol

Sources & evidence

ORD record
ord-60d7691412a241c4a125782fcd6ae1f5
Source dataset
uspto-grants-2007_05
Patent number
US07223791B2

Reaction notes

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