Sodium Hydroxide → 2-[[3-(4-Chlorophenyl)-1,2-benzisoxazol-6-yl]thio]-2-methylpropionic acid

HRID 652941Notes

Reaction equation

HRID 652941 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[C:12]3[CH:13]=[CH:14][C:15]([S:17][C:18]([CH3:25])([CH3:24])[C:19]([O:21]CC)=[O:20])=[CH:16][C:11]=3[O:10][N:9]=2)=[CH:4][CH:3]=1.[OH-].[Na+]>CO>[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[C:12]3[CH:13]=[CH:14][C:15]([S:17][C:18]([CH3:25])([CH3:24])[C:19]([OH:21])=[O:20])=[CH:16][C:11]=3[O:10][N:9]=2)=[CH:4][CH:3]=1

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 14097269HCID 14097269, compound

Product 1

HCID 140125362-[[3-(4-Chlorophenyl)-1,2-benzisoxazol-6-yl]thio]-2-methylpropionic acid

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

A solution of 3.7 g of ethyl 2-{[3-(4-chlorophenyl)-1,2-benzisoxazol-6-yl]thio}-2-methylpropionate, 30 ml of 15% sodium hydroxide solution and 30 ml of methanol, is stirred under reflux for 3 hr. The methanol is evaporated and the aqueous solution poured into ice/dilute hydrochloric acid. The precipitate is collected, dried and recrystallized from toluene to afford 2-{[3-(4-chlorophenyl)-1,2-benzisoxazol-6-yl]thio}-2-methylpropionic acid, mp 176°-7° C.

Workup

  1. temperatureunder reflux for 3 hr
  2. customThe methanol is evaporated
  3. additionthe aqueous solution poured into ice/dilute hydrochloric acid
  4. customThe precipitate is collected
  5. customdried
  6. customrecrystallized from toluene

Sources & evidence

ORD record
ord-313c8be4a1994d4da91e1e8bfc87562f
Source dataset
uspto-grants-1987_06
Patent number
US04673746

Reaction notes

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