Hydrochloric Acid → HCID 19759057, compound

HRID 981980Notes

Reaction equation

HRID 981980 reaction equation
[CH:1]([C:4]1[O:8][N:7]=[C:6]([C:9]2[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=2)[C:5]=1[S:15]([C:18]1[CH:23]=[CH:22][C:21]([O:24]S(C2C=CC(C)=CC=2)(=O)=O)=[CH:20][CH:19]=1)(=[O:17])=[O:16])([CH3:3])[CH3:2].[OH-].[Na+].Cl>C(O)(C)C.O>[OH:24][C:21]1[CH:22]=[CH:23][C:18]([S:15]([C:5]2[C:6]([C:9]3[CH:10]=[CH:11][CH:12]=[CH:13][CH:14]=3)=[N:7][O:8][C:4]=2[CH:1]([CH3:3])[CH3:2])(=[O:17])=[O:16])=[CH:19][CH:20]=1

Participants

6

Reactant 3

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 19759118HCID 19759118, compound

Product 1

HCID 19759057HCID 19759057, compoundYield 81.5%

Reagents, catalysts & solvents 2

HCID 962WaterSolvent2×HCID 3776IsopropanolSolvent

Procedure

A mixture of 2.5 g (0.005 mol) of 5-isopropyl-3-phenyl-4-(4-tosyloxy-benzenesulphonyl)-isoxazole and 0.8 g (0.02 mol) of sodium hydroxide in 20 ml of isopropanol and 10 ml of water was heated under reflux for 2.5 hours. After reacting, the mixture was allowed to cool, diluted with 50 ml of water and acidified with concentrated hydrochloric acid. The product so obtained was suction-filtered and washed with water to obtain 1.4 g of the desired compound which was purified by elution chromatography on silica using chloroform as eluent.

Workup

  1. temperaturewas heated
  2. temperatureunder reflux for 2.5 hours
  3. temperatureto cool
  4. customThe product so obtained
  5. filtrationwas suction-filtered
  6. washwashed with water

Sources & evidence

ORD record
ord-dfb646f94d11477b858a4004d0e635fa
Source dataset
uspto-grants-1991_02
Patent number
US04994474

Reaction notes

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