Tetrahydrothiophene → Phenacyltetrahydrothiophenium bromide

HRID 24964

Reaction equation

HRID 24964 reaction equation
[S:1]1[CH2:5][CH2:4][CH2:3][CH2:2]1.[CH2:6]([Br:15])[C:7]([C:9]1[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=1)=[O:8]>C(#N)C>[Br-:15].[CH2:6]([S+:1]1[CH2:5][CH2:4][CH2:3][CH2:2]1)[C:7]([C:9]1[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=1)=[O:8]

Participants

4

Reactant 2

HCID 1127TetrahydrothiopheneHCID 6259Phenacyl bromide

Product 1

HCID 11346720Phenacyltetrahydrothiophenium bromideYield 94.9%

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent2×

Procedure

Tetrahydrothiophene (53.2 g) was dissolved in 400 ml of acetonitrile, and thereto was slowly added a solution obtained by dissolving 100 g of phenacyl bromide in 300 ml of acetonitrile, and the solution was stirred at room temperature for 3 hours, thereby a powder was precipitated. The reaction solution was poured into 1,500 ml of ethyl acetate, and the powder was filtered out and dried, thus 137 g of phenacyltetrahydrothiophenium bromide was obtained.

Workup

  1. additionwas slowly added a solution
  2. customobtained
  3. customa powder was precipitated
  4. additionThe reaction solution was poured into 1,500 ml of ethyl acetate
  5. filtrationthe powder was filtered out
  6. customdried

Sources & evidence

ORD record
ord-92317603e81c4877acde22e58de207d2
Source dataset
uspto-grants-2005_02
Patent number
US06858370B2

Linked notes

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