Bromopinacolone → 1-(3,3-Dimethyl-2-oxobutyl)thiolan-1-ium bromide

HRID 394429

Reaction equation

HRID 394429 reaction equation
[Br:1][CH2:2][C:3](=[O:8])[C:4]([CH3:7])([CH3:6])[CH3:5].O[C:10]1[S:14][C:13](O)=[C:12](O)[C:11]=1O>CC(C)=O>[Br-:1].[O:8]=[C:3]([C:4]([CH3:7])([CH3:6])[CH3:5])[CH2:2][S+:14]1[CH2:10][CH2:11][CH2:12][CH2:13]1

Participants

4

Reactant 2

HCID 21642BromopinacoloneHCID 18175936Tetrahydroxythiophene

Product 1

HCID 225645781-(3,3-Dimethyl-2-oxobutyl)thiolan-1-ium bromideYield 142.7%

Reagents, catalysts & solvents 1

HCID 180AcetoneSolvent

Procedure

In a 300 ml three-necked flask, 2 g of tetrahydroxythiophene was dissolved in 20 ml of acetone. To the solution, 4.87 g of 1-bromo-3,3-dimethy 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 5.15 g of 2-oxo-3,3-dimethylbutyl-thiacyclopentanium bromide (yield: 75.0%).

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-281edd52038f459f88555e5efe0d8eb4
Source dataset
uspto-grants-2003_08
Patent number
US06602647B2

Linked notes

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