Potassium Carbonate → 3-Octanone

HRID 653513

Reaction equation

HRID 653513 reaction equation
[OH2:1].[C:2]1([CH3:12])[CH:7]=[CH:6][C:5](S(O)(=O)=O)=[CH:4][CH:3]=1.[C:13](=O)([O-])[O-].[K+].[K+]>C1(C)C=CC=CC=1>[CH3:13][CH2:3][C:4](=[O:1])[CH2:5][CH2:6][CH2:7][CH2:2][CH3:12]

Participants

4

Reactant 2

HCID 11430Potassium CarbonateHCID 521998p-Toluenesulfonic acid monohydrate

Product 1

HCID 2467283-OctanoneYield 68%

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

A solution of the product obtained in Example IV (2.7 g, 0.017 mol) and p-toluenesulfonic acid monohydrate (0.023) g, 0.12 mmol) in dry toluene (200 ml) was allowed to reflux through a Soxhlet extractor for 2 hours. The Soxhlet thimble was charged with Type 4 A molecular sieves (16 g). After the solution was cooled to room temperature, anhydrous potassium carbonate (5 g, 0.036 mol) was added to the solution, and the mixture was stirred at room temperature for 30 min. The mixture was filtered and subjected to rotary evaporation to afford a slightly yellow wax at a 68% yield. Recrystallization from ethyl ether gave white crystals having a melting point of 69° C.

Workup

  1. temperatureto reflux through a Soxhlet extractor for 2 hours
  2. additionThe Soxhlet thimble was charged with Type 4 A molecular sieves (16 g)
  3. filtrationThe mixture was filtered
  4. customsubjected to rotary evaporation
  5. customto afford a slightly yellow wax at a 68% yield
  6. customRecrystallization from ethyl ether
  7. customgave white crystals

Sources & evidence

ORD record
ord-4fbb49309d13425a88d57267148968d2
Source dataset
uspto-grants-1987_06
Patent number
US04677190

Linked notes

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