Acetone → HCID 58073916, compound

HRID 1470636Notes

Reaction equation

HRID 1470636 reaction equation
[F:1][C:2]1[CH:16]=[CH:15][CH:14]=[C:13]([F:17])[C:3]=1[O:4][C:5]1[CH:12]=[CH:11][C:8]([CH:9]=[O:10])=[CH:7][CH:6]=1.CC(C)=[O:20]>>[F:1][C:2]1[CH:16]=[CH:15][CH:14]=[C:13]([F:17])[C:3]=1[O:4][C:5]1[CH:12]=[CH:11][C:8]([C:9]([OH:20])=[O:10])=[CH:7][CH:6]=1

Participants

3

Reactant 2

HCID 180AcetoneHCID 10799668HCID 10799668, compound

Product 1

HCID 58073916HCID 58073916, compoundYield 70%

Procedure

To a cold solution of 4-(2,6-difluoro-phenoxy)-benzaldehyde (1 g, 4.2 mmol) in acetone (10 mL) was added the Jone's reagent slowly drop wise at 0° C. until the reaction completes. The acetone was removed completely and the residue was diluted with water, extracted with ethyl acetate and the combined organic layers were washed with water and brine, then dried over sodium sulphate and concentrated to obtain the title compound (0.75 g, 70%)

Workup

  1. customslowly drop wise at 0° C. until the reaction
  2. customThe acetone was removed completely
  3. additionthe residue was diluted with water
  4. extractionextracted with ethyl acetate
  5. washthe combined organic layers were washed with water and brine
  6. dry with materialdried over sodium sulphate
  7. concentrationconcentrated

Sources & evidence

ORD record
ord-dd946e9a853e4488a520eef16d1123b3
Source dataset
uspto-grants-2015_04
Patent number
US09006454B2

Reaction notes

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