1-(5-Chloro-1-benzothiophen-3-yl)ethan-1-one → HCID 57175247, compound

HRID 362265Notes

Reaction equation

HRID 362265 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.[C:34]([C:37]1[C:38]2[CH:45]=[C:44]([Cl:46])[CH:43]=[CH:42][C:39]=2[S:40][CH:41]=1)(=[O:36])[CH3:35]>O1CCCC1>[Br:1][CH2:35][C:34]([C:37]1[C:38]2[CH:45]=[C:44]([Cl:46])[CH:43]=[CH:42][C:39]=2[S:40][CH:41]=1)=[O:36]

Participants

4

Reactant 2

HCID 113901951-(5-Chloro-1-benzothiophen-3-yl)ethan-1-oneHCID 17977687Phenyltrimethylammonium bromide dibromide

Product 1

HCID 57175247HCID 57175247, compoundYield 261.2%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

Phenyltrimethylammonium tribromide (3.6 g) was added in portions under nitrogen over 30 minutes to a stirred suspension of 3-acetyl-5-chlorobenzo[b]thiophen (2 g) in tetrahydrofuran (25 ml), then the mixture was stirred at ambient temperature for 3 hours and filtered. The filter cake was washed with tetrahydrofuran (10 ml), then the filtrate and washings were combined, and the solvent removed in vacuo to leave 3-(2-bromoacetyl)-5-chlorobenzo[b]thiophen as a grey solid (4.2 g) which was used without purification.

Workup

  1. filtrationfiltered
  2. washThe filter cake was washed with tetrahydrofuran (10 ml)
  3. customthe solvent removed in vacuo

Sources & evidence

ORD record
ord-34adb35a169843bd94fdeadebf6e35c5
Source dataset
uspto-grants-1999_02
Patent number
US05869492

Reaction notes

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