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

HRID 652838Notes

Reaction equation

HRID 652838 reaction equation
C([O:3][C:4](=[O:24])[CH2:5][O:6][C:7]1[CH:22]=[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[C:8]=1[Cl:23])C.[OH-].[Na+]>C(O)C>[Cl:23][C:8]1[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]=[CH:22][C:7]=1[O:6][CH2:5][C:4]([OH:24])=[O:3]

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 13015713HCID 13015713, compound

Product 1

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

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A mixture of 10.0 g of ethyl{[7-chloro-3-(2-fluorophenyl)-1,2-benzisoxazol-6-yl]oxy}acetate, 100 ml of 10% sodium hydroxide, and 350 ml of ethyl alcohol is refluxed for 3.5 hours. Thereafter, the ethyl alcohol is removed under vacuum and the residue is acidified with a 5% hydrochloric acid solution effecting a solid precipitate. The precipitate is collected by filtration and dried. The dried product is recrystallized from 95% ethyl alcohol to yield the product {[7-chloro-3-(2-fluorophenyl)-1,2-benzisoxazol-6-yl]oxy}acetic acid having a melting point of 190° to 191° C.

Workup

  1. temperatureis refluxed for 3.5 hours
  2. customThereafter, the ethyl alcohol is removed under vacuum
  3. filtrationThe precipitate is collected by filtration
  4. customdried
  5. customThe dried product is recrystallized from 95% ethyl alcohol

Sources & evidence

ORD record
ord-bac48216e74c493faf8c2b303eb08143
Source dataset
uspto-grants-1987_06
Patent number
US04673746

Reaction notes

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