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

HRID 393500

Reaction equation

HRID 393500 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(OCC)(=O)C>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

5

Reactant 3

HCID 1127TetrahydrothiopheneHCID 8857Ethyl AcetateHCID 21642Bromopinacolone

Product 1

HCID 225645781-(3,3-Dimethyl-2-oxobutyl)thiolan-1-ium bromideYield 80.4%

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Procedure

In 100 ml of acetonitrile was dissolved 11.8 g of tetrahydrothiophene, to the solution was gradually added 20 g of 1-bromo-3,3-dimethyl-2-butanone. The mixture was stirred at room temperature for 2 days to deposit powder. After adding 100 ml of ethyl acetate to the reaction solution, the powder was collected by filtration, washed with ethyl acetate and dried to obtain 24 g of 2-oxo-3,3-dimethylbutyltetrahydrothiophenium bromide.

Workup

  1. filtrationthe powder was collected by filtration
  2. washwashed with ethyl acetate
  3. customdried

Sources & evidence

ORD record
ord-36e13cc4264d4906ba7117d5054220e7
Source dataset
uspto-grants-2004_10
Patent number
US06808862B2

Linked notes

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