4-Heptanol, 1,1,1,7,7,7-hexafluoro- → 1,1,1,7,7,7-Hexafluoro-4-heptanone

HRID 1942309Notes

Reaction equation

HRID 1942309 reaction equation
[F:1][C:2]([F:14])([F:13])[CH2:3][CH2:4][CH:5]([OH:12])[CH2:6][CH2:7][C:8]([F:11])([F:10])[F:9].[Cr](Cl)([O-])(=O)=O.[NH+]1C=CC=CC=1>C(Cl)Cl>[F:1][C:2]([F:13])([F:14])[CH2:3][CH2:4][C:5](=[O:12])[CH2:6][CH2:7][C:8]([F:10])([F:11])[F:9]

Participants

4

Reactant 2

HCID 538257994-Heptanol, 1,1,1,7,7,7-hexafluoro-HCID 178418287HCID 178418287, compound2×

Product 1

HCID 5805611,1,1,7,7,7-Hexafluoro-4-heptanone

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

1,1,1,7,7,7-Hexafluoroheptan-4-ol (1.4 g, 6.25 mmol) was dissolved in CH2Cl2 (12 mL) and pyridinium chlorochromate (PCC) (1.48 g, 6.87 mmol) was added. The mixture was stirred for 4 h. Additional PCC (800 mg) was added and the mixture stirred for 1 h. The mixture was filtered through celite and silica, washing with DCM. The resulting pale yellow solution was evaporated at room temperature to afford the title compound.

Workup

  1. stirringthe mixture stirred for 1 h
  2. filtrationThe mixture was filtered through celite and silica
  3. washwashing with DCM
  4. customThe resulting pale yellow solution was evaporated at room temperature

Sources & evidence

ORD record
ord-f3cbb7be50b041a6a8f31574d5bc39fc
Source dataset
uspto-grants-2013_03
Patent number
US08389547B2

Reaction notes

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