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

HRID 988945

Reaction equation

HRID 988945 reaction equation
[S:1]1[CH2:5][CH2:4][CH2:3][CH2:2]1.[Br:6][CH2:7][C:8](=[O:13])[C:9]([CH3:12])([CH3:11])[CH3:10]>CC(C)=O>[Br-:6].[O:13]=[C:8]([C:9]([CH3:12])([CH3:11])[CH3:10])[CH2:7][S+:1]1[CH2:5][CH2:4][CH2:3][CH2:2]1

Participants

4

Reactant 2

HCID 1127TetrahydrothiopheneHCID 21642Bromopinacolone

Product 1

HCID 225645781-(3,3-Dimethyl-2-oxobutyl)thiolan-1-ium bromideYield 85%

Reagents, catalysts & solvents 1

HCID 180AcetoneSolvent

Procedure

Using the 100-millilitter 3-port flask, 2 grams of tetrahydrothiophene was dissolved in 20 milli-litter of acetone. 4.87 grams of 1-bromo-3,3-dimethyl-2-butanone was dropped into the solution over agitation. After 24 hours, white crystal was precipitated, and was filtrated. The white crystal was pulverized, and was washed in ether. The pulverized white crystal was dried at 30 degrees in centigrade for 6 hours by using a low-pressure drier. 5.15 grams of 2-oxo-3,3-dimethylbutyl-thiacyclopentanium bromide was obtained. The yield was 75.0%.

Workup

  1. customwhite crystal was precipitated
  2. filtrationwas filtrated
  3. washwas washed in ether
  4. customThe pulverized white crystal was dried at 30 degrees in centigrade for 6 hours

Sources & evidence

ORD record
ord-6edaecb22a8f4b71b53e7e8dd3d76215
Source dataset
uspto-grants-2003_10
Patent number
US06638685B2

Linked notes

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