Phosphoric Acid → HCID 13386615, compound

HRID 434575Notes

Reaction equation

HRID 434575 reaction equation
P([O-])(O)(O)=O.[K+].P(=O)(O)(O)O.[O:12]1[CH:16]=[CH:15][CH:14]=[C:13]1[CH:17]([CH:19]1[CH2:24][CH2:23][CH2:22][CH:21]=[CH:20]1)O.[OH-:25].[Na+].[Cl-].[Na+]>O>[CH:19]1([C:17]2[C:16](=[O:12])[CH2:15][CH:14]([OH:25])[CH:13]=2)[CH2:24][CH2:23][CH2:22][CH:21]=[CH:20]1

Participants

7

Reactant 5

HCID 1004Phosphoric AcidHCID 5234Sodium ChlorideHCID 14798Sodium HydroxideHCID 516951Monobasic potassium phosphateHCID 20430685HCID 20430685, compound

Product 1

HCID 13386615HCID 13386615, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Conditions

Temperature
100 °C

Procedure

A mixture of water (800 ml) and potassium dihydrogenphosphate (0.3 g) was heated to 100° C. and then adjusted to pH 5.0 with addition of phosphoric acid. 2-Furyl-2-cyclohexenylcarbinol (20 g) was then added, and the mixture was stirred under reflux for 20 hours while keeping the pH at 5.0. After addition of MgCl2.6H2O (20 g), the mixture was adjusted to pH 7.3 with an aqueous 1N NaOH solution and stirred for 8 hours under reflux. The reaction mixture was cooled, admixed with sodium chloride (20 g) and extracted with methyl isobutyl ketone. The extract was concentrated, and the residue was distilled to give 2-(2-cyclohexenyl)-4-hydroxy-2-cyclopentenone with the yield of 14.2 g (71%). B.P., 140°-145° C./1.5 mmHg.

Workup

  1. temperatureunder reflux for 20 hours
  2. stirringstirred for 8 hours
  3. temperatureunder reflux
  4. temperatureThe reaction mixture was cooled
  5. extractionextracted with methyl isobutyl ketone
  6. concentrationThe extract was concentrated
  7. distillationthe residue was distilled

Sources & evidence

ORD record
ord-51c47fb370a345f7babb77d04bb3c7e2
Source dataset
uspto-grants-1983_08
Patent number
US04398043

Reaction notes

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