Sodium Chloride → 4-Octen-3-one

HRID 1576943

Reaction equation

HRID 1576943 reaction equation
C(Cl)C=C(C)C.[OH-:7].[Na+].[CH3:9][CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH2:16]CC.[Cl-].[Na+]>[Cl-].C([N+](C)(C)C)CCCCCCCCCCC.O.CC(C)=O>[CH3:9][CH2:10][C:11](=[O:7])[CH:12]=[CH:13][CH2:14][CH2:15][CH3:16]

Participants

8

Reactant 4

HCID 5234Sodium ChlorideHCID 104291-Chloro-3-methyl-2-buteneHCID 14798Sodium HydroxideHCID 15600Decane

Product 1

HCID 842164-Octen-3-oneYield 51%

Reagents, catalysts & solvents 3

HCID 8152Dodecyltrimethylammonium chlorideCatalystHCID 180AcetoneSolventHCID 962WaterSolvent

Procedure

By using the same reaction vessel as used in Example 1, 10.45 g of prenyl chloride, 34.8 ml of acetone, 20.3 g of a 65 % aqueous caustic soda solution, 5 ml of n-decane and 0.264 g of lauryl trimethylammonium chloride were added into the vessel, and then the mixture was allowed to react for 12 hours at 30°C. with vigorous stirring. After the reaction was completed, 40 ml of water was added to the resultant solution to dissolve the sodium chloride. Methyl heptenone was produced as determined by using gas chromatography and the yield was 51 % calculated on the theoretical value.

Workup

  1. additionwere added into the vessel
  2. customto react for 12 hours at 30°C. with vigorous stirring

Sources & evidence

ORD record
ord-a5927956efd9445caf5da00b502a3e76
Source dataset
uspto-grants-1976_09
Patent number
US03983175

Linked notes

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