Acetone → HCID 66611520, compound

HRID 1700047Notes

Reaction equation

HRID 1700047 reaction equation
[F:1][C:2]1[CH:9]=[CH:8][CH:7]=[C:6]([F:10])[C:3]=1[CH:4]=O.[OH-].[Na+].[CH3:13][C:14]([CH3:16])=[O:15]>O>[F:1][C:2]1[CH:9]=[CH:8][CH:7]=[C:6]([F:10])[C:3]=1[CH:4]=[CH:13][C:14](=[O:15])[CH3:16]

Participants

5

Reactant 3

HCID 180AcetoneHCID 14798Sodium HydroxideHCID 1362842,6-Difluorobenzaldehyde

Product 1

HCID 66611520HCID 66611520, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

To a 100 ml reaction bottle equipped with magnetic stir bar were charged 5.0 g (35.2 mmole) 2,6-difluorobenzaldehyde in 20 ml acetone, added 50% NaOH (42 mmole) in 60 ml water (exothermic) and stirred room temperature. The reaction was monitored by GLC and after 2 hours worked up. The reaction mixture was extracted with 50 ml CHCl3, washed with 50 ml H2O, dried over anhydrous MgSO4, filtered, and removed solvent in vacuuo on a rotary evaporator to afford 5.7 g of 4-(2,6-difluoro-phenyl)-3-buten-2-one as a yellow oil (81% purity by GC) in 89.5% isolated yield.

Workup

  1. customTo a 100 ml reaction bottle
  2. customequipped with magnetic stir bar
  3. extractionThe reaction mixture was extracted with 50 ml CHCl3
  4. washwashed with 50 ml H2O
  5. dry with materialdried over anhydrous MgSO4
  6. filtrationfiltered
  7. customremoved solvent in vacuuo
  8. customon a rotary evaporator

Sources & evidence

ORD record
ord-03620f526a684466a7bac7f61a667ddf
Source dataset
uspto-grants-2002_02
Patent number
US06348627B1

Reaction notes

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