Phenyltrimethylammonium bromide dibromide → HCID 22474187, compound
Reaction equation
[Br-:1].[Br-].[Br-].C1([N+](C)(C)C)C=CC=CC=1.C1([N+](C)(C)C)C=CC=CC=1.C1([N+](C)(C)C)C=CC=CC=1.[F:34][C:35]1[C:43]2[CH:42]=[C:41]([C:44](=[O:47])[CH2:45][CH3:46])[S:40][C:39]=2[CH:38]=[CH:37][CH:36]=1>O1CCCC1>[Br:1][CH:45]([CH3:46])[C:44]([C:41]1[S:40][C:39]2[CH:38]=[CH:37][CH:36]=[C:35]([F:34])[C:43]=2[CH:42]=1)=[O:47]Participants
Reactant 2
Product 1
Reagents, catalysts & solvents 1
Conditions
- Temperature
- 0 °C
Procedure
Phenyltrimethylammonium tribromide (0.98 g) was added in portions under nitrogen at 0° C. over 10 minutes to a stirred solution of 1-(4-fluorobenzo[b]thiophen-2-yl)propan-1-one (0.54 g) in tetrahydrofuran (15 ml) then the mixture was stirred at 0° C. for 5 hours. Further phenyltrimethylammonium tribromide (0.49 g) was added, and the mixture was stirred at 0° C. for 3 hours then allowed to stand at ambient temperature for 12 hours. Further phenyltrimethylammonium tribromide (0.49 g) was added, the mixture was stirred at ambient temperature for 3 hours, then it was filtered through a bed of silica. The solvent was removed in vacuo to give 2-bromo-1-(4-fluorobenzo[b]thiophen-2-yl)propan-1-one (0.67 g) as a colourless solid which was used without further purification.
Workup
- stirringthe mixture was stirred at 0° C. for 3 hours
- waitto stand at ambient temperature for 12 hours
- stirringthe mixture was stirred at ambient temperature for 3 hours
- filtrationit was filtered through a bed of silica
- customThe solvent was removed in vacuo
Sources & evidence
- ORD record
- ord-6d277f55812e4140ab720fed8cd5e725
- Source dataset
- uspto-grants-2005_05
- Patent number
- US06900216B2
Reaction notes
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