Acetone → n-BUTYL 2-CYCLOPENTENYL ETHER

HRID 263140Notes

Reaction equation

HRID 263140 reaction equation
[C:1]([O:4][CH:5]1[CH2:9][CH2:8][CH:7]=[CH:6]1)(=O)[CH3:2].[CH2:10](O)[CH2:11]CC.CC(C)=O>S([O-])(O)(=O)=O.C([N+](CCCC)(CCCC)CCCC)CCC.O>[CH:5]1([O:4][CH2:1][CH2:2][CH2:10][CH3:11])[CH2:9][CH2:8][CH:7]=[CH:6]1

Participants

6

Reactant 3

HCID 180AcetoneHCID 2631-ButanolHCID 140735Acetic acid, cyclopent-2-en-1-yl ester

Product 1

HCID 21318238n-BUTYL 2-CYCLOPENTENYL ETHER

Reagents, catalysts & solvents 2

HCID 94433Tetrabutylammonium hydrogen sulfateCatalystHCID 962WaterSolvent

Procedure

2-Cyclopentenyl acetate (0.30 g) and n-butanol (0.40 g) were mixed and stirred vigorously at 40° C. for 4 hours with a solution of 0.020 g of tetrabutylammonium hydrogen sulfate in 0.25 g of water. At the end of the reaction period acetone was added to give a single phase, and the solution was analyzed by gas chromatography using an Apiezon column programmed at 60°-220° C. Peaks for the cyclic compounds had the following relative areas.

Workup

  1. additionwas added
  2. customto give a single phase
  3. customprogrammed at 60°-220° C

Sources & evidence

ORD record
ord-67c3d3b3b2a74cc1a960ddbf51202734
Source dataset
uspto-grants-1979_05
Patent number
US04156097

Reaction notes

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