Sulfuric Acid → HCID 53802621, compound

HRID 266520Notes

Reaction equation

HRID 266520 reaction equation
O[C:2]1([C:7]2[CH:12]=[CH:11][C:10]([C:13]([F:16])([F:15])[F:14])=[CH:9][C:8]=2[N+:17]([O-:19])=[O:18])[O:6][N:5]=[CH:4][CH2:3]1.S(=O)(=O)(O)O>O>[N+:17]([C:8]1[CH:9]=[C:10]([C:13]([F:14])([F:15])[F:16])[CH:11]=[CH:12][C:7]=1[C:2]1[O:6][N:5]=[CH:4][CH:3]=1)([O-:19])=[O:18]

Participants

4

Reactant 2

HCID 1118Sulfuric AcidHCID 54190512HCID 54190512, compound

Product 1

HCID 53802621HCID 53802621, compoundYield 94.1%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

5-Hydroxy-5-(2-nitro-4-trifluoromethylphenyl)-isoxazoline (8.47 g) was added in portions to concentrated sulphuric acid (85 ml). The mixture was stirred for 2 hours and poured into a mixture of ice and water (200 ml). It was extracted with ether (2×100 ml) and the combined organic extracts were washed with water (2×75 ml), dried (anhydrous sodium sulphate) and filtered. The filtrate was evaporated to dryness and the residue was triturated with petroleum spirit (bp 60°-80° C.) and filtered to give 5-(2-nitro-4-trifluoromethylphenyl)-isoxazole (7.45 g) as a white solid, mp 62°-63° C.

Workup

  1. extractionIt was extracted with ether (2×100 ml)
  2. washthe combined organic extracts were washed with water (2×75 ml)
  3. dry with materialdried (anhydrous sodium sulphate)
  4. filtrationfiltered
  5. customThe filtrate was evaporated to dryness
  6. customthe residue was triturated with petroleum spirit (bp 60°-80° C.)
  7. filtrationfiltered

Sources & evidence

ORD record
ord-9d105a77586b4039a4403d2d037b59d0
Source dataset
uspto-grants-1997_07
Patent number
US05650533

Reaction notes

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