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

HRID 24968

Reaction equation

HRID 24968 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]>C(#N)C>[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 80.4%

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Procedure

Tetrahydrothiophene (11.8 g) was dissolved in 100 ml of acetonitrile, and 20 g of 1-bromo-3,3-dimethyl-2-butanone was slowly added to the above solution. The reaction solution was stirred at room temperature for two days, thereby a powder was precipitated. After adding 100 ml of ethyl acetate to the reaction solution, the powder was filtered out, washed with ethyl acetate and dried, thereby 24 g of 2-oxo-3,3-dimethylbutyltetrahydrothiophenium bromide was obtained.

Workup

  1. customa powder was precipitated
  2. additionAfter adding 100 ml of ethyl acetate to the reaction solution
  3. filtrationthe powder was filtered out
  4. washwashed with ethyl acetate
  5. customdried

Sources & evidence

ORD record
ord-11e4aee2f6d84e11a6513bca5d39247a
Source dataset
uspto-grants-2005_02
Patent number
US06858370B2

Linked notes

Loading…