Hydrochloric Acid → ((7-Chloro-3-(2-fluorophenyl)-1,2-benzisoxazol-6-yl)oxy)acetic acid

HRID 652841Notes

Reaction equation

HRID 652841 reaction equation
[Cl:1][C:2]1[C:12](Cl)=[C:11]([C:14](=[N:22][OH:23])[C:15]2[CH:20]=[CH:19][CH:18]=[CH:17][C:16]=2[F:21])[CH:10]=[CH:9][C:3]=1[O:4][CH2:5][C:6]([OH:8])=[O:7].[H-].[Na+].Cl>C1C=CC=CC=1.CN(C)C=O>[Cl:1][C:2]1[C:12]2[O:23][N:22]=[C:14]([C:15]3[CH:20]=[CH:19][CH:18]=[CH:17][C:16]=3[F:21])[C:11]=2[CH:10]=[CH:9][C:3]=1[O:4][CH2:5][C:6]([OH:8])=[O:7]

Participants

6

Reactant 3

HCID 313Hydrochloric AcidHCID 24758Sodium hydrideHCID 86741598HCID 86741598, compound

Product 1

HCID 194453((7-Chloro-3-(2-fluorophenyl)-1,2-benzisoxazol-6-yl)oxy)acetic acid

Reagents, catalysts & solvents 2

HCID 241BenzeneSolvent2×HCID 6228DimethylformamideSolvent

Procedure

A mixture of 0.3 g of 2,3-dichloro-4-(2-fluorobenzohydroximoyl)phenoxyacetic acid and 0.05 g of sodium hydride in 5 ml of benzene and 5 ml of dimethylformamide is refluxed for 3 hours. To the mixture, after it has been permitted to cool there is added 5% hydrochloric acid causing the benzene to separate. The benzene is evaporated in vacuo and the resulting precipitate is collected by filtration and recrystallized from aqueous ethyl alcohol to yield the product {[7-chloro-3-(2-fluorophenyl)-1,2-benzisoxazol-6-yl]oxy}acetic acid having a melting point of 188° to 189° C.

Workup

  1. temperatureis refluxed for 3 hours
  2. temperatureto cool there
  3. customto separate
  4. customThe benzene is evaporated in vacuo
  5. filtrationthe resulting precipitate is collected by filtration
  6. customrecrystallized from aqueous ethyl alcohol

Sources & evidence

ORD record
ord-2497d3ee538a46c9bd6eefb9d64a7820
Source dataset
uspto-grants-1987_06
Patent number
US04673746

Reaction notes

Loading…