Acetone → HCID 21318236, compound

HRID 263141Notes

Reaction equation

HRID 263141 reaction equation
[C:1]1([OH:6])[CH2:5][CH2:4][CH2:3][CH:2]=1.[CH:7](O)([CH3:9])[CH3:8].CC(C)=O>S([O-])(O)(=O)=O.C([N+](CCCC)(CCCC)CCCC)CCC.O>[CH:7]([O:6][CH:1]1[CH2:5][CH2:4][CH:3]=[CH:2]1)([CH3:9])[CH3:8]

Participants

6

Reactant 3

HCID 180AcetoneHCID 3776IsopropanolHCID 18569Cyclopentenol

Product 1

HCID 21318236HCID 21318236, compoundYield 6%

Reagents, catalysts & solvents 2

HCID 94433Tetrabutylammonium hydrogen sulfateCatalystHCID 962WaterSolvent

Conditions

Temperature
40 °C

Procedure

1-Cyclopentenol (0.30 g), isopropanol (0.40 g), and an aqueous solution of 0.020 g of tetrabutylammonium hydrogen sulfate in 0.25 g of water were mixed, and the two-phase system was stirred vigorously at 40° C. for 4 hours. Acetone was then added to homogenize the mixture, and it was analyzed by gas chromatography. Peaks corresponding to about a 6% yield of 2-cyclopentenyl isopropyl ether and about a 12% yield of 2-cyclopentenol were observed along with a concomitant peak for the co-product acetic acid. No bis-(2-cyclopentenyl) ether was formed.

Workup

  1. stirringto homogenize the mixture, and it

Sources & evidence

ORD record
ord-6e1712f983bd4087a0198390b1c18420
Source dataset
uspto-grants-1979_05
Patent number
US04156097

Reaction notes

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