Tetrahydrothiophene → Phenacyltetrahydrothiophenium bromide

HRID 1884802Notes

Reaction equation

HRID 1884802 reaction equation
[CH2:1]([Br:10])[C:2]([C:4]1[CH:9]=[CH:8][CH:7]=[CH:6][CH:5]=1)=[O:3].[S:11]1[CH2:15][CH2:14][CH2:13][CH2:12]1>CC(C)=O>[Br-:10].[O:3]=[C:2]([C:4]1[CH:9]=[CH:8][CH:7]=[CH:6][CH:5]=1)[CH2:1][S+:11]1[CH2:15][CH2:14][CH2:13][CH2:12]1

Participants

4

Reactant 2

HCID 1127TetrahydrothiopheneHCID 6259Phenacyl bromide

Product 1

HCID 11346720Phenacyltetrahydrothiophenium bromide

Reagents, catalysts & solvents 1

HCID 180AcetoneSolvent

Procedure

Into a four-necked flask were charged 14.9 parts of phenacyl bromide and 75 parts of acetone, and 6.6 parts of tetrahydrothiophene was added dropwise thereto. The mixture was stirred at room temperature for 18 hours. The obtained crystals were filtered, washed with 80 parts of a mixed solvent consisting of tert-butyl methyl ether and acetone in a ratio 1:1 (weight base), 50 parts of tert-butyl methyl ether and dried to give 16.9 parts of tetrahydro-1-(2-oxo-2-phenylethyl)thiophenium bromide.

Workup

  1. additionwas added dropwise
  2. filtrationThe obtained crystals were filtered
  3. washwashed with 80 parts of a mixed solvent
  4. customdried

Sources & evidence

ORD record
ord-d24b5f3837384a79a3cb289c37a8f7c0
Source dataset
uspto-grants-2004_07
Patent number
US06767686B2

Reaction notes

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