Potassium Hydroxide → HCID 19899000, compound

HRID 1196654Notes

Reaction equation

HRID 1196654 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[C:12]3[CH2:13][CH2:14][CH2:15][CH:16]([C:18]([O:20]C)=[O:19])[CH2:17][C:11]=3[O:10][N:9]=2)=[CH:4][CH:3]=1.[OH-].[K+]>O.CO>[Cl:1][C:2]1[CH:3]=[CH:4][C:5]([C:8]2[C:12]3[CH2:13][CH2:14][CH2:15][CH:16]([C:18]([OH:20])=[O:19])[CH2:17][C:11]=3[O:10][N:9]=2)=[CH:6][CH:7]=1

Participants

5

Reactant 2

HCID 14797Potassium HydroxideHCID 19899069HCID 19899069, compound

Product 1

HCID 19899000HCID 19899000, compoundYield 80.3%

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 962WaterSolvent

Procedure

2,48 g of methyl 3-(4-chlorophenyl)-5,6,7,8-tetrahydro-4H-cyclohept[d]isoxazole-7-carboxylate were treated with 0.8 g of potassium hydroxide in 2 ml of water and 50 ml of methanol at 20° C. Methanol was removed from the mixture by evaporation and the residue was taken up in water. After washing with diethyl ether, the aqueous alkaline solution was acidified with 2N hydrochloric acid and extracted with diethyl ether. The ethereal extract was dried over magnesium sulfate and evaporated to give 1.9 g of 3-(4-chlorophenyl)-5,6,7,8-tetrahydro-4H-cyclohept[d]-isoxazole-7-carboxylic acid of melting point 215°-217° C. (from methanol).

Workup

  1. customMethanol was removed from the mixture by evaporation
  2. washAfter washing with diethyl ether
  3. extractionextracted with diethyl ether
  4. extractionThe ethereal extract
  5. dry with materialwas dried over magnesium sulfate
  6. customevaporated

Sources & evidence

ORD record
ord-a4570fe3b8a7466f8b4262d6e313c53b
Source dataset
uspto-grants-1992_05
Patent number
US05114960

Reaction notes

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