Sodium Hydroxide → HCID 14012540, compound

HRID 652944Notes

Reaction equation

HRID 652944 reaction equation
[Cl:1][C:2]1[C:10]2[O:9][N:8]=[C:7]([C:11]3[CH:16]=[CH:15][CH:14]=[CH:13][C:12]=3[F:17])[C:6]=2[CH:5]=[CH:4][C:3]=1[S:18][C:19]([CH3:26])([CH3:25])[C:20]([O:22]CC)=[O:21].[OH-].[Na+]>CO>[Cl:1][C:2]1[C:10]2[O:9][N:8]=[C:7]([C:11]3[CH:16]=[CH:15][CH:14]=[CH:13][C:12]=3[F:17])[C:6]=2[CH:5]=[CH:4][C:3]=1[S:18][C:19]([CH3:26])([CH3:25])[C:20]([OH:22])=[O:21]

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 14012539HCID 14012539, compound

Product 1

HCID 14012540HCID 14012540, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

A mixture of 5.0 g of ethyl 2-{[7-chloro-3-(2-fluorophenyl)-1,2-benzisoxazol-6-yl]thio}-2-methylpropionate, 30 ml of 15% sodium hydroxide and 30 ml of methanol is heated under reflux for 2 hr. The reaction mixture is poured into ice/conc hydrochloric acid. The precipitate is collected, dried and recrystallized from toluene to afford 2-{[7-chloro-3-(2-fluorophenyl)-1,2-benzisoxazol-6-yl]thio}-2-methylpropionic acid, mp 149° C.

Workup

  1. temperatureis heated
  2. temperatureunder reflux for 2 hr
  3. additionThe reaction mixture is poured into ice/conc hydrochloric acid
  4. customThe precipitate is collected
  5. customdried
  6. customrecrystallized from toluene

Sources & evidence

ORD record
ord-e36e7b295f0044b984ff0a79cf416891
Source dataset
uspto-grants-1987_06
Patent number
US04673746

Reaction notes

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