Water → HCID 15279435, compound

HRID 1654452Notes

Reaction equation

HRID 1654452 reaction equation
[Mn]([O-])(=O)(=O)=O.[K+].[C:7]([C:10]1([CH2:21][C:22]([OH:24])=[O:23])[C:15]2[CH:16]=[C:17]([CH3:20])[CH:18]=[CH:19][C:14]=2[O:13][CH2:12][CH2:11]1)([OH:9])=[O:8].[OH-:25].[Na+].[OH2:27]>>[C:7]([C:10]1([CH2:21][C:22]([OH:24])=[O:23])[C:15]2[CH:16]=[C:17]([C:20]([OH:27])=[O:25])[CH:18]=[CH:19][C:14]=2[O:13][CH2:12][CH2:11]1)([OH:9])=[O:8]

Participants

5

Reactant 4

HCID 962WaterHCID 14798Sodium HydroxideHCID 516875Potassium PermanganateHCID 15279434HCID 15279434, compound

Product 1

HCID 15279435HCID 15279435, compound

Procedure

Potassium permanganate (7.52 g, 48 mmol) is added to a mixture of 4-carboxy-3,4-dihydro-6-methyl-2H-benzopyran-4-acetic acid (3.50 g, 14 mmol) and sodium hydroxide (0.84 g, 21 mmol) in water at 50° C. The reaction mixture is stirred at 50° to 60° C. overnight and filtered through diatomaceous earth. The filtrate is acidified to pH 1 with hydrochloric acid, washed with an ether/methylene chloride solution and filtered to obtain the title product as a white solid (0.62 g, mp 198°-200° C.).

Workup

  1. filtrationfiltered through diatomaceous earth
  2. washwashed with an ether/methylene chloride solution
  3. filtrationfiltered

Sources & evidence

ORD record
ord-1328e9099e9d461fa98cad209e8cc8d6
Source dataset
uspto-grants-1995_04
Patent number
US05407897

Reaction notes

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