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

HRID 1072822Notes

Reaction equation

HRID 1072822 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-77f6a9a379cd467caaeb9aa6769a2fed
Source dataset
uspto-grants-2005_06
Patent number
US06911469B2

Reaction notes

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