Hydrochloric Acid → HCID 13015756, compound

HRID 568635Notes

Reaction equation

HRID 568635 reaction equation
C([O:3][C:4](=[O:24])[CH2:5][O:6][C:7]1[CH:22]=[CH:21][C:10]2[C:11]([C:14]3[CH:19]=[CH:18][CH:17]=[CH:16][C:15]=3[Cl:20])=[N:12][O:13][C:9]=2[C:8]=1[Cl:23])C.O.Cl>C(O)C.[OH-].[Na+]>[Cl:23][C:8]1[C:9]2[O:13][N:12]=[C:11]([C:14]3[CH:19]=[CH:18][CH:17]=[CH:16][C:15]=3[Cl:20])[C:10]=2[CH:21]=[CH:22][C:7]=1[O:6][CH2:5][C:4]([OH:24])=[O:3]

Participants

6

Reactant 3

HCID 313Hydrochloric AcidHCID 962WaterHCID 131715189HCID 131715189, compound

Product 1

HCID 13015756HCID 13015756, compound

Reagents, catalysts & solvents 2

HCID 702EthanolSolventHCID 14798Sodium HydroxideSolvent

Procedure

To a solution of 5.86 g of the ester in 200 ml of hot ethanol, 6 ml of 50% NaOH is added. A precipitate forms and the suspension is refluxed for one hour. Two hundred milliliters of water are added to the mixture and enough concentrated HCl to make the mixture acidic. The mixture is stirred 18 hours at room temperature. A solid product precipitates out and is filtered and recrystallized from toluene giving {[7-chloro-3-(2-chlorophenyl)-1,2-benzisoxazol-6-yl]oxy}acetic acid, mp 165°-168° C.

Workup

  1. temperatureA precipitate forms and the suspension is refluxed for one hour
  2. customA solid product precipitates out
  3. filtrationis filtered
  4. customrecrystallized from toluene

Sources & evidence

ORD record
ord-e692fac2d7264686aa29d7986c5ec48b
Source dataset
uspto-grants-1988_03
Patent number
US04728662

Reaction notes

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