Sulfuric Acid → HCID 21539679, compound

HRID 1076264Notes

Reaction equation

HRID 1076264 reaction equation
S(=O)(=O)(O)O.[N:6]1[CH:11]=[CH:10][CH:9]=[C:8]([C:12]2[CH:16]=[C:15]([CH2:17][CH2:18]O)[O:14][N:13]=2)[CH:7]=1.[OH-].[Na+]>>[CH:17]([C:15]1[O:14][N:13]=[C:12]([C:8]2[CH:7]=[N:6][CH:11]=[CH:10][CH:9]=2)[CH:16]=1)=[CH2:18]

Participants

4

Reactant 3

HCID 1118Sulfuric AcidHCID 14798Sodium HydroxideHCID 21539685HCID 21539685, compound

Product 1

HCID 21539679HCID 21539679, compound

Conditions

Temperature
0 °C

Procedure

Five ml. of concentrated sulfuric acid was cooled to 0°C. in an ice bath and added directly to 0.5 g. of 3-(3-pyridyl)-5-isoxazoleethanol. The reaction was allowed to stir 1/2 hour at 0°C. and then was poured over 50 g. of ice. The resulting solution was made basic with 5N NaOH, and was extracted with CHCl3. The organic layer was dried over sodium sulfate. Removal of the solvent resulted in a white oil which crystallized on standing, m.p. 60°-64°C.

Workup

  1. additionadded directly to 0.5 g
  2. additionwas poured over 50 g
  3. extractionwas extracted with CHCl3
  4. dry with materialThe organic layer was dried over sodium sulfate
  5. customRemoval of the solvent
  6. customresulted in a white oil which
  7. customcrystallized on standing, m.p. 60°-64°C.

Sources & evidence

ORD record
ord-5eee86815e684039ab2caea10228c3c6
Source dataset
uspto-grants-1976_05
Patent number
US03956343

Reaction notes

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