Hydrochloric Acid → HCID 13015772, compound

HRID 568702Notes

Reaction equation

HRID 568702 reaction equation
C([O:3][C:4](=[O:24])[CH2:5][O:6][C:7]1[C:22]([Br:23])=[CH:21][C:10]2[C:11]([C:14]3[CH:19]=[CH:18][CH:17]=[CH:16][C:15]=3[F:20])=[N:12][O:13][C:9]=2[CH:8]=1)C.Cl>C(O)C.O.[OH-].[Na+]>[Br:23][C:22]1[C:7]([O:6][CH2:5][C:4]([OH:24])=[O:3])=[CH:8][C:9]2[O:13][N:12]=[C:11]([C:14]3[CH:19]=[CH:18][CH:17]=[CH:16][C:15]=3[F:20])[C:10]=2[CH:21]=1

Participants

6

Reactant 2

HCID 313Hydrochloric AcidHCID 14012529HCID 14012529, compound

Product 1

HCID 13015772HCID 13015772, compound

Reagents, catalysts & solvents 3

HCID 702EthanolSolventHCID 962WaterSolventHCID 14798Sodium HydroxideSolvent

Procedure

A suspension of 4 g of ethyl{[5-bromo-3-(2-fluorophenyl)-1,2-benzisoxazol-6-yl]oxy}acetate in 125 ml of ethanol, 50 ml of water and 4 ml of 50% sodium hydroxide solution is refluxed for several hours, acidified with dilute hydrochloric acid and extracted with ethyl acetate. The extract is dried, the solvent is removed and the residue is recrystallized from acetonitrile to give {[5-bromo-3-(2-fluorophenyl)-1,2-benzisoxazol-6-yl]oxy}acetic acid, mp 223°-224° C.

Workup

  1. temperatureis refluxed for several hours
  2. extractionextracted with ethyl acetate
  3. customThe extract is dried
  4. customthe solvent is removed
  5. customthe residue is recrystallized from acetonitrile

Sources & evidence

ORD record
ord-d85d3f91779a42438a24952115493e47
Source dataset
uspto-grants-1988_03
Patent number
US04728662

Reaction notes

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