HCID 13809951, compound → HCID 13576500, compound

HRID 638569Notes

Reaction equation

HRID 638569 reaction equation
C([O:4][C:5](=[O:21])[CH2:6][C:7]1[O:11][N:10]=[C:9]([C:12](=[O:20])[C:13]2[CH:18]=[CH:17][C:16]([F:19])=[CH:15][CH:14]=2)[N:8]=1)(C)C>OS(O)(=O)=O>[F:19][C:16]1[CH:15]=[CH:14][C:13]([C:12]([C:9]2[N:8]=[C:7]([CH2:6][C:5]([OH:21])=[O:4])[O:11][N:10]=2)=[O:20])=[CH:18][CH:17]=1

Participants

3

Reactant 1

HCID 13809951HCID 13809951, compound

Product 1

HCID 13576500HCID 13576500, compoundYield 82.9%

Reagents, catalysts & solvents 1

HCID 1118Sulfuric AcidSolvent

Procedure

A solution of isopropyl[3-(4-fluorobenzoyl)-1,2,4-oxadiazol-5-yl]acetate (6.2 g) in 97% H2SO4 (40 ml) was stirred at room temperature for 15 minutes. The resulting solution was added slowly to a liter of ice water with mechanical stirring. The precipitated solid was collected by filtration and washed with water (5×300 ml). Drying under vacuum gave 4.4 g of a powder. Recrystallization from 25% hexane/acetone gave 2.5 g (47%) of crystals, m.p. 146°-148°.

Workup

  1. filtrationThe precipitated solid was collected by filtration
  2. washwashed with water (5×300 ml)
  3. customDrying under vacuum

Sources & evidence

ORD record
ord-37629e77b0874ed08d7b3d7819de969f
Source dataset
uspto-grants-1985_12
Patent number
US04562186

Reaction notes

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