Tetra-n-butylammonium tribromide → HCID 22929748, compound

HRID 1296024Notes

Reaction equation

HRID 1296024 reaction equation
[Br-:1].[Br-].[Br-].C([N+](CCCC)(CCCC)CCCC)CCC.C([N+](CCCC)(CCCC)CCCC)CCC.C([N+](CCCC)(CCCC)CCCC)CCC.[C:55]([C:59]1[CH:60]=[C:61]([C:69](=[O:71])[CH3:70])[CH:62]=[C:63]([O:66][CH2:67][CH3:68])[C:64]=1[OH:65])([CH3:58])([CH3:57])[CH3:56]>C(Cl)Cl.CO>[Br:1][CH2:70][C:69]([C:61]1[CH:62]=[C:63]([O:66][CH2:67][CH3:68])[C:64]([OH:65])=[C:59]([C:55]([CH3:56])([CH3:58])[CH3:57])[CH:60]=1)=[O:71]

Participants

4

Reactant 2

HCID 23500184Tetra-n-butylammonium tribromideHCID 58910060HCID 58910060, compound

Product 1

HCID 22929748HCID 22929748, compoundYield 30%

Reagents, catalysts & solvents 1

HCID 21226129Dichloromethane methanolSolvent

Procedure

Tetra-n-butylammonium tribromide (321 mg, 0.666 mmol) was added to a solution of the 1-[3-(tert-butyl)-5-ethoxy-4-hydroxyphenyl]-1-ethanone (150 mg, 0.635 mmol) in methylene chloride-methanol (4 ml:1 ml) and the mixture was stirred at room temperature for 8 hours. After distilling off the solvent under reduced pressure, the residue was purified by silica gel column chromatography (solvent: n-hexane-ethyl acetate) to yield the title compound (60 mg) as colorless crystals.

Workup

  1. distillationAfter distilling off the solvent under reduced pressure
  2. customthe residue was purified by silica gel column chromatography (solvent: n-hexane-ethyl acetate)

Sources & evidence

ORD record
ord-a5405daef2d64d049fcc65ebe8e5c23f
Source dataset
uspto-grants-2007_07
Patent number
US07244730B2

Reaction notes

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