Lauric Acid → Vinyl laurate

HRID 1073484Notes

Reaction equation

HRID 1073484 reaction equation
[C:1]([O:4][CH:5]=[CH2:6])(=[O:3])[CH3:2].[C:7](O)(=O)[CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH2:16]CC.C([O-])(=O)C.[Na+]>S(=O)(=O)(O)O>[C:1]([O:4][CH:5]=[CH2:6])(=[O:3])[CH2:2][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH3:16]

Participants

5

Reactant 3

HCID 3893Lauric AcidHCID 7904Vinyl AcetateHCID 517045Sodium Acetate

Product 1

HCID 75069Vinyl laurate

Reagents, catalysts & solvents 1

HCID 1118Sulfuric AcidCatalyst

Procedure

51.5 g of vinyl acetate and 20 g (0.1 mole) of lauric acid were introduced into a 100-ml two-necked round-bottomed flask. The acid was dissolved by warming and 0.4 g of mercuric acetate was added under a stream of nitrogen. The mixture was thus maintained for 30 minutes at ambient temperature, with magnetic stirring, under nitrogen. Two drops of sulfuric acid (95%) were then added and the reaction mixture was heated under reflux for 3 hours. It was then permitted to cool to ambient temperature and 0.21 g of sodium acetate was then added.

Workup

  1. dissolutionThe acid was dissolved
  2. temperatureby warming
  3. temperaturethe reaction mixture was heated
  4. temperatureunder reflux for 3 hours
  5. temperatureto cool to ambient temperature

Sources & evidence

ORD record
ord-acc90eb0bce34f2fac801039456b536e
Source dataset
uspto-grants-1990_11
Patent number
US04970115

Reaction notes

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