Sodium Propionate → HCID 13335395, compound

HRID 485124Notes

Reaction equation

HRID 485124 reaction equation
[CH2:1]([CH:4]1[C:8](O)([CH3:9])[CH:7]=[CH:6][C:5]1=[O:11])[CH:2]=[CH2:3].[C:12]([O-:16])(=[O:15])[CH2:13][CH3:14].[Na+]>C(O)(=O)CC>[CH2:1]([C:4]1[C:5](=[O:11])[CH2:6][CH:7]([O:16][C:12](=[O:15])[CH2:13][CH3:14])[C:8]=1[CH3:9])[CH:2]=[CH2:3]

Participants

4

Reactant 2

HCID 2723816Sodium PropionateHCID 128798724-Hydroxy-4-methyl-5-(prop-2-en-1-yl)cyclopent-2-en-1-one

Product 1

HCID 13335395HCID 13335395, compoundYield 302.9%

Reagents, catalysts & solvents 1

HCID 1032Propionic AcidSolvent2×

Procedure

In the same apparatus as in Example 1, 2-allyl-3-hydroxy-3-methyl-4-cyclopentenone (15.2 g), propionic acid (60 ml) and sodium propionate (3 g) were charged and heated at 120° to 130° C. for 8 hours with agitation. After the completion of the reaction, propionic acid was evaporated off under reduced pressure. The residue was extracted with toluene (60 ml) and water (40 ml) and treated as in Example 1 to obtain 2-allyl-4-propionyloxy-3-methyl-2-cyclopentenone (19.7 g). Yield, 94.7%. B.P., 115°-120° C./0.1-0.2 mmHg.

Workup

  1. temperatureheated at 120° to 130° C. for 8 hours with agitation
  2. customwas evaporated off under reduced pressure
  3. extractionThe residue was extracted with toluene (60 ml) and water (40 ml)
  4. additiontreated as in Example 1

Sources & evidence

ORD record
ord-34f180eacd22418b941e2599ab9c6b3b
Source dataset
uspto-grants-1985_08
Patent number
US04535182

Reaction notes

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