Sodium Hydroxide → HCID 13656107, compound

HRID 745992Notes

Reaction equation

HRID 745992 reaction equation
C([O:3][C:4](=[O:26])[CH2:5][S:6]([C:9]1[CH:24]=[CH:23][C:12]2[C:13]([C:16]3[CH:21]=[CH:20][CH:19]=[CH:18][C:17]=3[F:22])=[N:14][O:15][C:11]=2[C:10]=1[Cl:25])(=[O:8])=[O:7])C.[OH-].[Na+]>CO>[Cl:25][C:10]1[C:11]2[O:15][N:14]=[C:13]([C:16]3[CH:21]=[CH:20][CH:19]=[CH:18][C:17]=3[F:22])[C:12]=2[CH:23]=[CH:24][C:9]=1[S:6]([CH2:5][C:4]([OH:26])=[O:3])(=[O:8])=[O:7]

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 13656106HCID 13656106, compound

Product 1

HCID 13656107HCID 13656107, compoundYield 55%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

4.9 g (12.3 mmol) of ethyl[[7-chloro-3-(2-fluorophenyl)-1,2-benzisoxazol-6-yl]sulfonyl]acetate was added to 500 ml of methanol and 40 ml of 15% aqueous NaOH was added to the suspension. A yellow solution resulted and within 15 minutes a creamy precipitate formed. After stirring four hours at room temperature the reaction mixture was poured into an ice/dilute HCl mixture and the precipitate was filtered, dried, and recrystallized from toluene to afford a white solid, 2.5 g of [[7-chloro-3-(2-fluorophenyl)-1,2-benzisoxazol-6-yl]sulfonyl]acetic acid , m.p. 204° C.

Workup

  1. additionwas added to the suspension
  2. customA yellow solution resulted and within 15 minutes a creamy precipitate
  3. customformed
  4. filtrationthe precipitate was filtered
  5. customdried
  6. customrecrystallized from toluene

Sources & evidence

ORD record
ord-df0dd204ec004fe5b87ac49dedef1c5e
Source dataset
uspto-grants-1986_07
Patent number
US04602028

Reaction notes

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