Acetone → HCID 23149285, compound

HRID 1431956Notes

Reaction equation

HRID 1431956 reaction equation
[Br:1][C:2]1[CH:3]=[CH:4][C:5]([OH:10])=[C:6]([CH:9]=1)[CH:7]=[O:8].C(=O)([O-])[O-].[K+].[K+].Br[CH2:18][CH2:19][CH:20]=[CH2:21].[CH3:22][C:23]([CH3:25])=[O:24]>>[Br:1][C:2]1[CH:3]=[CH:4][C:5]([O:10][CH2:18][CH2:19][CH:20]=[CH2:21])=[C:6]([CH:7]([OH:8])[CH2:22][C:23](=[O:24])[CH3:25])[CH:9]=1

Participants

5

Reactant 4

HCID 180AcetoneHCID 11430Potassium CarbonateHCID 21241Homoallyl bromideHCID 728635-Bromosalicylaldehyde

Product 1

HCID 23149285HCID 23149285, compound

Procedure

To 300 ml of acetone there are added 10 g of 5-bromo-2-hydroxybenzaldehyde (49.7 mmol), 13.7 g of potassium carbonate (99.5 mmol) and 10.1 ml of 4-bromobut-1-ene (99.5 mmol); the reaction mixture is then heated at reflux for 36 hours before being cooled, filtered and evaporated to dryness to yield 4-[5-bromo-2-(but-3-en-1-yloxy)phenyl]-4-hydroxybutan-2-one in the form of an oil.

Workup

  1. temperaturethe reaction mixture is then heated
  2. temperatureat reflux for 36 hours
  3. temperaturebefore being cooled
  4. filtrationfiltered
  5. customevaporated to dryness

Sources & evidence

ORD record
ord-3688ae2d4b5c49a88bc8b07903c5c041
Source dataset
uspto-grants-2009_11
Patent number
US07612061B2

Reaction notes

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