Acetone → HCID 66611520, compound

HRID 406587Notes

Reaction equation

HRID 406587 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]>[Cl-].[Na+]>[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 5234Sodium ChlorideSolvent

Procedure

To a mixture of 2,6-difluorobenzaldehyde (10.0 g, 70 mmol) in acetone (85 mL) was added sodium hydroxide (1 N solution, 106 mL). After stirring at room temperature for 1.5 h, the reaction mixture was diluted with saturated aqueous sodium chloride solution and extracted with chloroform (2×150 mL). The combined organic layers were dried over magnesium sulfate, filtered and concentrated under reduced pressure. The resulting material was purified by MPLC (0 to 20% gradient of ethyl acetate in hexanes as eluant) to afford the title product as a solid (8.1 g).

Workup

  1. extractionextracted with chloroform (2×150 mL)
  2. dry with materialThe combined organic layers were dried over magnesium sulfate
  3. filtrationfiltered
  4. concentrationconcentrated under reduced pressure
  5. customThe resulting material was purified by MPLC (0 to 20% gradient of ethyl acetate in hexanes as eluant)

Sources & evidence

ORD record
ord-ae9a99b96b3d4420887b866e46633766
Source dataset
uspto-grants-2014_06
Patent number
US08754115B2

Reaction notes

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