Hydrochloric Acid → HCID 19925665, compound

HRID 1647505Notes

Reaction equation

HRID 1647505 reaction equation
O.NN.[C:4]([C:8]1[CH:9]=[CH:10][C:11]2[O:15][C:14]([C:16](=O)[CH2:17][O:18][C:19]3[CH:24]=[CH:23][C:22]([C:25]([OH:27])=[O:26])=[CH:21][CH:20]=3)=[CH:13][C:12]=2[CH:29]=1)([CH3:7])([CH3:6])[CH3:5].[OH-].[K+].Cl>C(O)COCCO>[C:4]([C:8]1[CH:9]=[CH:10][C:11]2[O:15][C:14]([CH2:16][CH2:17][O:18][C:19]3[CH:20]=[CH:21][C:22]([C:25]([OH:27])=[O:26])=[CH:23][CH:24]=3)=[CH:13][C:12]=2[CH:29]=1)([CH3:7])([CH3:5])[CH3:6]

Participants

6

Reactant 4

HCID 313Hydrochloric AcidHCID 14797Potassium HydroxideHCID 24654Hydrazine hydrate (1:1)HCID 19925668HCID 19925668, compound

Product 1

HCID 19925665HCID 19925665, compoundYield 89.6%

Reagents, catalysts & solvents 1

HCID 8117Diethylene GlycolSolvent

Conditions

Temperature
90 °C

Procedure

Diethylene glycol (10 ml) and 285 mg of hydrazine monohydrate were added to 5-tert-butyl-2-(4-carboxyphenoxyacetyl)benzofuran (1 g) obtained in Example 14 and the mixture was stirred at 90° C. for 40 minutes. Potassium hydroxide (398 mg) was added to the mixture and then heated at 120° C. for 2 hours with stirring and further heated at 180°-190° C. for 3 hours. The reaction mixture was poured into aqueous solution of hydrochloric acid and the crystals separated out therefrom were filtered to give 0.86 g of crystals.

Workup

  1. temperatureheated at 120° C. for 2 hours
  2. stirringwith stirring
  3. temperaturefurther heated at 180°-190° C. for 3 hours
  4. customthe crystals separated out
  5. filtrationtherefrom were filtered

Sources & evidence

ORD record
ord-5b17873f46c34236a637cbe09711a6cc
Source dataset
uspto-grants-1995_07
Patent number
US05432195

Reaction notes

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