Hydrochloric Acid → HCID 13015765, compound

HRID 652845Notes

Reaction equation

HRID 652845 reaction equation
C(O[O:5][C:6]1[CH:20]=[C:19](CC)[C:9]2[C:10]([C:13]3[O:14][C:15]([CH3:18])=[CH:16][CH:17]=3)=[N:11][O:12][C:8]=2[C:7]=1[Cl:23])(=O)C.[OH-:24].[Na+].Cl.[CH2:27]([OH:29])[CH3:28]>O>[Cl:23][C:7]1[C:8]2[O:12][N:11]=[C:10]([C:13]3[O:14][C:15]([CH3:18])=[CH:16][CH:17]=3)[C:9]=2[CH:19]=[CH:20][C:6]=1[O:5][CH2:28][C:27]([OH:24])=[O:29]

Participants

6

Reactant 4

HCID 313Hydrochloric AcidHCID 702EthanolHCID 14798Sodium HydroxideHCID 86741600HCID 86741600, compound

Product 1

HCID 13015765HCID 13015765, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

To a suspension of 15.0 g of ethyl[7-chloro-3-(5-methyl-2-furyl)-1,2-benzisoxazol-6-yl]oxy acetate, Example 10, in 800 ml of ethyl alcohol there is added 10 ml of a 50% sodium hydroxide solution. The reaction mixture is refluxed with vigorous stirring for 1.5 hours and 100 ml of 5% hydrochloric acid is added thereto. The resulting solution is sequentially chilled and diluted with water as the product begins to crystallize. The product is collected by filtration and recrystallized from methyl alcohol to yield {[7-chloro-3-(5-methyl-2-furyl)-1,2-benzisoxazol-6-yl]oxy}acetic acid, mp 217°-219° C.

Workup

  1. temperatureThe reaction mixture is refluxed
  2. temperatureThe resulting solution is sequentially chilled
  3. customto crystallize
  4. filtrationThe product is collected by filtration
  5. customrecrystallized from methyl alcohol

Sources & evidence

ORD record
ord-5703a53677f14b97b0c4dd8de85231c4
Source dataset
uspto-grants-1987_06
Patent number
US04673746

Reaction notes

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