Acetic Acid → HCID 13288092, compound
Reaction equation
[CH3:1][O:2][C:3]1[CH:23]=[CH:22][C:6]([C:7]2[O:8][C:9]3[C:14]([C:15](=[O:18])[C:16]=2[CH3:17])=[CH:13][CH:12]=[CH:11]C=3C=CC)=[CH:5][CH:4]=1.[Mn]([O-])(=O)(=O)=O.[K+].S(=O)(O)[O-].[Na+].[C:35]([OH:38])(=[O:37])[CH3:36]>>[CH3:1][O:2][C:3]1[CH:4]=[CH:5][C:6]([C:7]2[O:8][C:9]3[C:14]([C:15](=[O:18])[C:16]=2[CH3:17])=[CH:13][CH:12]=[CH:11][C:36]=3[C:35]([OH:38])=[O:37])=[CH:22][CH:23]=1Participants
Procedure
4'-Methoxy-3-methyl-8-propenylflavone (3 grams) is dissolved in 35 ml of glacial acetic acid, small amount of ice is added thereto, 6.8 grams of potassium permanganate is added thereto during eight hours keeping the solution at 20° to 30° C. and stirring throughout, then aqueous solution of sodium bisulfite is added thereto keeping the solution at 30° to 40° C., and the mixture is stirred for one hour. Crystals separated out therefrom are collected by filtration, washed with water, then dissolved in 10% sodium hydroxide solution, the solution is treated with an activated charcoal, filtered, the filtrate is adjusted to pH 3 with concentrated hydrochloric acid, crystals separated out are collected by filtration, and washed with water to give 1.2 grams of 4'-methoxy-3-methylflavone-8-carboxylic acid, colorless needles, melting point 266° to 267° C.
Workup
- additionsmall amount of ice is added
- additionis added
- customat 30° to 40° C.
- customCrystals separated
- filtrationout therefrom are collected by filtration
- washwashed with water
- dissolutiondissolved in 10% sodium hydroxide solution
- additionthe solution is treated with an activated charcoal
- filtrationfiltered
- customseparated out
- filtrationare collected by filtration
- washwashed with water
Sources & evidence
- ORD record
- ord-744dd99be66c48b9bca80c07f16b6c41
- Source dataset
- uspto-grants-1986_06
- Patent number
- US04594345
Reaction notes
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