Acetone → HCID 66611520, compound

HRID 2276017Notes

Reaction equation

HRID 2276017 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-dc910013aeaf46969168ada98eaa81c3
Source dataset
uspto-grants-2015_09
Patent number
US09131693B2

Reaction notes

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