Acetone → 4,4-Difluorocyclohexanone

HRID 1361291Notes

Reaction equation

HRID 1361291 reaction equation
[F:1][C:2]1([F:14])[CH2:13][CH2:12][C:5]2(C(=O)CCC2=O)[CH2:4][CH2:3]1.CC(C)=[O:17]>Cl>[F:1][C:2]1([F:14])[CH2:13][CH2:12][C:5](=[O:17])[CH2:4][CH2:3]1

Participants

4

Reactant 2

HCID 180AcetoneHCID 66970900HCID 66970900, compound2×

Product 1

HCID 157890924,4-Difluorocyclohexanone

Reagents, catalysts & solvents 1

HCID 313Hydrochloric AcidSolvent

Procedure

The product of Step A, 8,8-difluoro-1,4-dioxospiro[4.5]decane was dissolved in acetone (90 ml) and 3N HCl (900 ml), and stirred until the reaction finished. Then, the reaction mixture was extracted with DCM, washed with brine, dried over MgSO4, filtered, and concentrated in vacuo. The obtained residue was used in the next reaction without further purification.

Workup

  1. extractionThen, the reaction mixture was extracted with DCM
  2. washwashed with brine
  3. dry with materialdried over MgSO4
  4. filtrationfiltered
  5. concentrationconcentrated in vacuo
  6. customThe obtained residue was used in the next reaction without further purification

Sources & evidence

ORD record
ord-3409b346f4ff45098b74c6c45d189f9a
Source dataset
uspto-grants-2011_02
Patent number
US07879852B2

Reaction notes

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