Sodium Propionate → HCID 13335395, compound

HRID 485121Notes

Reaction equation

HRID 485121 reaction equation
C(O[C:5]1([CH3:14])[CH:9]=[CH:8][C:7](=[O:10])[CH:6]1[CH2:11][CH:12]=[CH2:13])(=O)C.[C:15]([O-:19])(=[O:18])[CH2:16][CH3:17].[Na+]>C(O)(=O)CC>[CH2:11]([C:6]1[C:7](=[O:10])[CH2:8][CH:9]([O:19][C:15](=[O:18])[CH2:16][CH3:17])[C:5]=1[CH3:14])[CH:12]=[CH2:13]

Participants

4

Reactant 2

HCID 2723816Sodium PropionateHCID 13335393HCID 13335393, compound

Product 1

HCID 13335395HCID 13335395, compoundYield 148.5%

Reagents, catalysts & solvents 1

HCID 1032Propionic AcidSolvent2×

Procedure

In the same apparatus as in Example 1, 3-acetoxy-2-allyl-3-methyl-4-cyclopentenone (19.4 g), propionic acid (70 ml) and sodium propionate (5 g) were charged and agitated at 110° to 120° C. for 6 hours. After the completion of the reaction, propionic acid was evaporated off under reduced pressure. The residue was extracted with toluene (70 ml) and water (40 ml) and treated as in Example 1 to obtain 2-allyl-4-propionyloxy-3-methyl-2-cyclopentenone (16.1 g). Yield, 83%. B.P., 115°-120° C./0.1-0.2 mmHg.

Workup

  1. customwas evaporated off under reduced pressure
  2. extractionThe residue was extracted with toluene (70 ml) and water (40 ml)
  3. additiontreated as in Example 1

Sources & evidence

ORD record
ord-a427c184c5cd471eb62c1d508192db79
Source dataset
uspto-grants-1985_08
Patent number
US04535182

Reaction notes

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