HCID 68510790, compound → HCID 59128269, compound

HRID 1990898Notes

Reaction equation

HRID 1990898 reaction equation
[CH2:1]([O:3][C:4]1[CH:9]=[C:8]([CH2:10][OH:11])[CH:7]=[CH:6][C:5]=1[C:12]1[CH:17]=[CH:16][C:15]([F:18])=[CH:14][CH:13]=1)[CH3:2]>ClCCl.O=[Mn]=O>[CH2:1]([O:3][C:4]1[CH:9]=[C:8]([CH:10]=[O:11])[CH:7]=[CH:6][C:5]=1[C:12]1[CH:13]=[CH:14][C:15]([F:18])=[CH:16][CH:17]=1)[CH3:2]

Participants

4

Reactant 1

HCID 68510790HCID 68510790, compound

Product 1

HCID 59128269HCID 59128269, compoundYield 79%

Reagents, catalysts & solvents 2

HCID 14801Manganese dioxideCatalystHCID 6344DichloromethaneSolvent

Procedure

To a solution of (2-ethoxy-4′-fluoro-biphenyl-4-yl)-methanol (0.42 g, 1.71 mmol, 1.0 equiv) in dichloromethane (20 mL) was added activated MnO2 (2.97 g, 34.11 mmol, 20.0 equiv). The reaction mixture was stirred vigorously for 3 h at ambient temperature and then filtered through Hyflo Super Cel. The organic phase was concentrated by evaporation under reduced pressure and the crude reaction product purified with column chromatography on silica eluting with hexane/ethyl acetate (4:1) providing 0.33 g (79%) of the title compound. MS (EI): 244.1 [M]+.

Workup

  1. filtrationfiltered through Hyflo Super Cel
  2. concentrationThe organic phase was concentrated by evaporation under reduced pressure
  3. customthe crude reaction product
  4. custompurified with column chromatography on silica eluting with hexane/ethyl acetate (4:1)

Sources & evidence

ORD record
ord-0a112ff981b24e35b12c5cd7793c0e94
Source dataset
uspto-grants-2010_01
Patent number
US07645753B2

Reaction notes

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