Ethyl 1-propenyl ether → HCID 22468304, compound

HRID 1934874Notes

Reaction equation

HRID 1934874 reaction equation
[CH3:1][C:2](CC(OO)(C)C)=O.[O:10]([C:12]([O:18][O:19][C:20]([O:26][OH:27])([CH3:25])[CH2:21][CH:22]([CH3:24])[CH3:23])(C)[CH2:13][CH:14](C)C)O.[CH:28]([O:31][CH2:32][CH3:33])=[CH:29][CH3:30]>CCCCCCCCCC(C)C.C1(C)C=CC(S(O)(=O)=O)=CC=1>[CH2:32]([O:31][CH:28]([O:27][O:26][C:20]([O:19][O:18][CH:12]([O:10][CH2:1][CH3:2])[CH2:13][CH3:14])([CH2:21][CH:22]([CH3:23])[CH3:24])[CH3:25])[CH2:29][CH3:30])[CH3:33]

Participants

6

Reactant 3

HCID 13570Ethyl 1-propenyl etherHCID 1198042-Pentanone, 4-hydroperoxy-4-methyl-HCID 12551187HCID 12551187, compound

Product 1

HCID 22468304HCID 22468304, compoundYield 91%

Reagents, catalysts & solvents 2

HCID 6101p-Toluenesulfonic acidCatalystHCID 234592-MethylundecaneSolvent

Conditions

Temperature
15 °C

Procedure

To a stirred solution of 5 g of methyl isobutyl ketone peroxide containing 35.7 wt. % bis(1-hydroperoxy-1,3-dimethylbutyl)peroxide in isododecane was added 0.05 g p-toluene sulfonic acid. Then 1.8 g ethyl propenyl ether were added in 10 min, the reaction temperature being kept at 20° C. by cooling with an ice-water bath. The mixture was stirred for 20 min at 15° C. The mixture was washed with bicarbonate solution and dried over magnesium sulphate, yielding 5.8 g of product with an active oxygen content of 5.12% Chemical yield:91%.

Workup

  1. custombeing kept at 20° C.
  2. temperatureby cooling with an ice-water bath
  3. washThe mixture was washed with bicarbonate solution
  4. dry with materialdried over magnesium sulphate

Sources & evidence

ORD record
ord-77b0c5ceffe24bce83b35f5463d717da
Source dataset
uspto-grants-2002_05
Patent number
US06384287B1

Reaction notes

Loading…