Sodium Hydroxide → HCID 12850252, compound

HRID 1156792Notes

Reaction equation

HRID 1156792 reaction equation
C([O:3][C:4](=[O:24])[CH2:5][O:6][C:7]1[CH:12]=[CH:11][C:10]([C:13]2[C:17]3[CH:18]=[CH:19][CH:20]=[CH:21][C:16]=3[O:15][N:14]=2)=[C:9]([CH3:22])[C:8]=1[CH3:23])C.[OH-].[Na+]>C(O)C>[O:15]1[C:16]2[CH:21]=[CH:20][CH:19]=[CH:18][C:17]=2[C:13]([C:10]2[CH:11]=[CH:12][C:7]([O:6][CH2:5][C:4]([OH:24])=[O:3])=[C:8]([CH3:23])[C:9]=2[CH3:22])=[N:14]1

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 12850251HCID 12850251, compound

Product 1

HCID 12850252HCID 12850252, compoundYield 83.2%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A solution of 5 g (0.015 m) of ethyl-4-(1,2-benzisoxazol-3-yl)-2,3-dimethylphenoxyacetate of Example 1D, 25 ml 10% NaOH and 25 ml of ethanol is refluxed 3 hours. Ethanol is evaporated in vacuo and 5% HCl is added to the residue until the mixture is acidic. The mixture is extracted with ethyl acetate, dried (Na2SO4) and evaporated to give 3.8 g (83%) of 4-(1,2-benzisoxazol-3-yl)-2,3-dimethylphenoxyacetic acid, m.p. 146°-152° C. An analytical sample is recrystallized from ethanol/H2O, m.p. 147°-152° C.

Workup

  1. customEthanol is evaporated in vacuo and 5% HCl
  2. additionis added to the residue until the mixture
  3. extractionThe mixture is extracted with ethyl acetate
  4. dry with materialdried (Na2SO4)
  5. customevaporated

Sources & evidence

ORD record
ord-b9b03ae4de26484591cfb5fed385792c
Source dataset
uspto-grants-1982_06
Patent number
US04337261

Reaction notes

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