Potassium Carbonate → 1-(5-Bromo-1-benzofuran-2-yl)ethan-1-one

HRID 1699843Notes

Reaction equation

HRID 1699843 reaction equation
[Br:1][C:2]1[CH:9]=[C:6]([CH:7]=O)[C:5]([OH:10])=[CH:4][CH:3]=1.Br[CH2:12][C:13](=[O:15])[CH3:14].C(=O)([O-])[O-].[K+].[K+]>CC(=O)CC>[C:13]([C:14]1[O:10][C:5]2[CH:4]=[CH:3][C:2]([Br:1])=[CH:9][C:6]=2[CH:7]=1)(=[O:15])[CH3:12]

Participants

5

Reactant 3

HCID 11430Potassium CarbonateHCID 11715BromoacetoneHCID 728635-Bromosalicylaldehyde

Product 1

HCID 7056701-(5-Bromo-1-benzofuran-2-yl)ethan-1-oneYield 87.8%

Reagents, catalysts & solvents 1

HCID 6569Methyl Ethyl KetoneSolvent

Procedure

5-Bromo salicylaldehyde (10.05 g), bromo acetone (8.0 g) and potassium carbonate (13.80 g) were refluxed for 1 hr in 2-butanone (100 ml). 2-Butanone (ca. 50 ml) was evaporated and ice was added. The precipitate was collected by filtration and washed with water and hexane to give the objective compound (10.50 g).

Workup

  1. custom2-Butanone (ca. 50 ml) was evaporated
  2. additionice was added
  3. filtrationThe precipitate was collected by filtration
  4. washwashed with water and hexane

Sources & evidence

ORD record
ord-4382d3ab4cd2471c9c7d5b5aafef34cf
Source dataset
uspto-grants-2002_02
Patent number
US06348474B1

Reaction notes

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