Acetone → 4-(2,5-Difluorophenyl)but-3-en-2-one

HRID 49203

Reaction equation

HRID 49203 reaction equation
[OH-].[Na+].O.[F:4][C:5]1[CH:12]=[CH:11][C:10]([F:13])=[CH:9][C:6]=1[CH:7]=O.[CH3:14][C:15]([CH3:17])=[O:16]>>[F:4][C:5]1[CH:12]=[CH:11][C:10]([F:13])=[CH:9][C:6]=1[CH:7]=[CH:14][C:15](=[O:16])[CH3:17]

Participants

5

Reactant 4

HCID 180Acetone2×HCID 962WaterHCID 14798Sodium HydroxideHCID 1376632,5-Difluorobenzaldehyde

Product 1

HCID 14817594-(2,5-Difluorophenyl)but-3-en-2-one

Procedure

A mixture of acetone (45 ml), sodium hydroxide (3.1 g) and water (230 ml) was combined at room temperature with a solution of 2,5-difluorobenzaldehyde (10.0 g) in acetone (10 ml) and stirred at the same temperature for 30 minutes. Acetone was distilled off under reduced pressure and extracted with ethyl acetate. The organic layer was washed successively with water and saturated brine and concentrated under reduced pressure to obtain 4-(2,5-difluorophenyl)-3-buten-2-one (13.8 g).

Workup

  1. distillationAcetone was distilled off under reduced pressure
  2. extractionextracted with ethyl acetate
  3. washThe organic layer was washed successively with water and saturated brine
  4. concentrationconcentrated under reduced pressure

Sources & evidence

ORD record
ord-8199b19ea870431cb22c15b0a484ca72
Source dataset
uspto-grants-2004_03
Patent number
US06706732B1

Linked notes

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