Sodium Hydroxide → HCID 13015770, compound

HRID 652909Notes

Reaction equation

HRID 652909 reaction equation
C([O:3][C:4](=[O:25])[CH2:5][O:6][C:7]1[C:22]([Cl:23])=[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:24])C.[OH-].[Na+]>C(O)C.O>[Cl:23][C:22]1[C:7]([O:6][CH2:5][C:4]([OH:25])=[O:3])=[C:8]([Cl:24])[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]=1

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 14012506HCID 14012506, compound

Product 1

HCID 13015770HCID 13015770, compound

Reagents, catalysts & solvents 1

HCID 19096565Water ethanolSolvent

Procedure

14.0 g of ethyl{[5,7-dichloro-3-(2-fluorophenyl)-1,2-benzisoxazole-6-yl]oxy}acetate is heated in 75% ethanol/H2O (700 ml) with stirring until a solution results. 20 ml of a 50% solution of NaOH is added and a precipitate forms. With additional heating and stirring the precipitate goes into solution and is allowed to stir for 2.5 hours. The ethanol is then evaporated in vacuo and the residue is made acidic with 10% HCl. The precipitated solid is filtered and dried in vacuo to afford {[5,7-dichloro-3-(2-fluorophenyl)-1,2-benzisoxazole-6-yl]oxy}acetic acid, mp 160°-170° C.

Workup

  1. customresults
  2. temperatureWith additional heating
  3. stirringstirring the precipitate
  4. stirringto stir for 2.5 hours
  5. customThe ethanol is then evaporated in vacuo
  6. filtrationThe precipitated solid is filtered
  7. customdried in vacuo

Sources & evidence

ORD record
ord-c29f3c918c5a4b808d80d694f2012986
Source dataset
uspto-grants-1987_06
Patent number
US04673746

Reaction notes

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