Potassium Carbonate → 3-(4-Chlorophenyl)-6-methoxy-1,2-benzisoxazole

HRID 568719Notes

Reaction equation

HRID 568719 reaction equation
C(O/[N:5]=[C:6](\[C:16]1[CH:21]=[CH:20][C:19]([Cl:22])=[CH:18][CH:17]=1)/[C:7]1[CH:12]=[CH:11][C:10]([O:13][CH3:14])=[CH:9][C:8]=1[OH:15])(=O)C.C(=O)([O-])[O-].[K+].[K+]>CC(=O)CC>[Cl:22][C:19]1[CH:20]=[CH:21][C:16]([C:6]2[C:7]3[CH:12]=[CH:11][C:10]([O:13][CH3:14])=[CH:9][C:8]=3[O:15][N:5]=2)=[CH:17][CH:18]=1

Participants

4

Reactant 2

HCID 11430Potassium CarbonateHCID 136477392[(E)-[(4-chlorophenyl)-(2-hydroxy-4-methoxyphenyl)methylidene]amino] acetate

Product 1

HCID 140125163-(4-Chlorophenyl)-6-methoxy-1,2-benzisoxazole

Reagents, catalysts & solvents 1

HCID 6569Methyl Ethyl KetoneSolvent

Conditions

Temperature
80 °C

Procedure

A mixture of 5.32 g of E-4'-chloro-2-hydroxy-4-methoxybenzophenone-O-acetyl oxime, 3.45 g of potassium carbonate and 50 ml of 2-butanone is heated under reflux at 80° C. for 2 hr. The reaction mixture is poured into water/ice. The precipitate is filtered, dried, and recrystallized from toluene/ether to give 3-(4-chlorophenyl)-6-methoxy-1,2-benzisoxazole, mp 148°-9° C.

Workup

  1. temperatureis heated
  2. filtrationThe precipitate is filtered
  3. customdried
  4. customrecrystallized from toluene/ether

Sources & evidence

ORD record
ord-56abd1de5cc94089b08543ee62fee738
Source dataset
uspto-grants-1988_03
Patent number
US04728662

Reaction notes

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