Potassium Hydroxide → HCID 19899011, compound

HRID 1196653Notes

Reaction equation

HRID 1196653 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[C:12]3[CH2:13][CH2:14][CH:15]([C:18]([O:20]C)=[O:19])[CH2:16][CH2:17][C:11]=3[O:10][N:9]=2)=[CH:4][CH:3]=1.[OH-].[K+]>CO.O>[Cl:1][C:2]1[CH:3]=[CH:4][C:5]([C:8]2[C:12]3[CH2:13][CH2:14][CH:15]([C:18]([OH:20])=[O:19])[CH2:16][CH2:17][C:11]=3[O:10][N:9]=2)=[CH:6][CH:7]=1

Participants

5

Reactant 2

HCID 14797Potassium HydroxideHCID 19899067HCID 19899067, compound

Product 1

HCID 19899011HCID 19899011, compound

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 962WaterSolvent

Procedure

2.5 of methyl 3-(4-chlorophenyl)-5,6,7,8-tetrahydro-4H-cyclohept[d]isoxazole-6-carboxylate in 20 ml of methanol were treated with 1.5 g of potassium hydroxide in 2 ml water at 20° C. for 16 hours. After removing the methanol by evaporation, the residue was taken up in water. The aqueous-alkaline solution was washed with diethyl ether, acidified with 2N hydrochloric acid and extracted with diethyl ether. After drying over magnesium sulfate and evaporation, there were obtained 1.8 g of 3-(4-chlorophenyl)-5,6,7,8-tetrahydro-4H-cyclohept[d]isoxazole-6-carboxylic acid of melting point 144°-145° C. after recrystallization from ethyl acetate/hexane.

Workup

  1. customAfter removing the methanol
  2. customby evaporation
  3. washThe aqueous-alkaline solution was washed with diethyl ether
  4. extractionextracted with diethyl ether
  5. dry with materialAfter drying over magnesium sulfate and evaporation

Sources & evidence

ORD record
ord-8385eb1bf3ef4856bb96230a0bba2609
Source dataset
uspto-grants-1992_05
Patent number
US05114960

Reaction notes

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