1-Bromo-2-butanone → 2-Oxobutyl-thiacyclohexanium bromide

HRID 394425Notes

Reaction equation

HRID 394425 reaction equation
[Br:1][CH2:2][C:3](=[O:6])[CH2:4][CH3:5].[CH2:7]1[S:12][CH2:11][CH2:10][CH2:9][CH2:8]1>CC(C)=O>[Br-:1].[O:6]=[C:3]([CH2:4][CH3:5])[CH2:2][S+:12]1[CH2:7][CH2:8][CH2:9][CH2:10][CH2:11]1

Participants

4

Reactant 2

HCID 131561-Bromo-2-butanoneHCID 15367Thiane

Product 1

HCID 857879522-Oxobutyl-thiacyclohexanium bromideYield 72.7%

Reagents, catalysts & solvents 1

HCID 180AcetoneSolvent

Procedure

In a 100 ml three-necked flask, 4 g of pentamethylene sulfide was dissolved in 40 ml of acetone. To the solution, 6 g of l-bromo-2-butanone was added dropwise while stirring. After leaving for 24 hours, the deposited white crystal was collected by filtration. The white crystal was ground to a powder, which was washed with ether. The powder was dried by a vacuum drier at 30° C. for six hours to obtain 7.2 g of 2-oxobutyl-thiacyclohexanium bromide (yield: 72.5%).

Workup

  1. customAfter leaving for 24 hours
  2. filtrationthe deposited white crystal was collected by filtration
  3. washwas washed with ether
  4. customThe powder was dried by a vacuum drier at 30° C. for six hours

Sources & evidence

ORD record
ord-029deade3c73470c9de10026eb530550
Source dataset
uspto-grants-2003_08
Patent number
US06602647B2

Reaction notes

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