Hydrochloric Acid → HCID 13015756, compound

HRID 652866Notes

Reaction equation

HRID 652866 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 Acid2×HCID 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 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-6221ea8d6c4045be8607fc3e1bd3ffc6
Source dataset
uspto-grants-1987_06
Patent number
US04673746

Reaction notes

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