HCID 15725169, compound → HCID 15725170, compound

HRID 1723430Notes

Reaction equation

HRID 1723430 reaction equation
[F:1][C:2]1[CH:7]=[CH:6][C:5]([O:8][CH:9]2[CH2:14][CH2:13][CH:12]([O:15]CC3C=CC=CC=3)[CH2:11][CH2:10]2)=[CH:4][CH:3]=1.[H][H]>[Pd].CO>[F:1][C:2]1[CH:3]=[CH:4][C:5]([O:8][CH:9]2[CH2:10][CH2:11][CH:12]([OH:15])[CH2:13][CH2:14]2)=[CH:6][CH:7]=1

Participants

5

Reactant 2

HCID 15725169HCID 15725169, compoundHCID 178418361HCID 178418361, compound

Product 1

HCID 15725170HCID 15725170, compoundYield 74.3%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

A mixture of 17.1 parts of 1-fluoro-4-[[4-(phenylmethoxy)cyclohexyl]oxy]benzene and 160 parts of methanol was hydrogenated at normal pressure and at room temperature with 2 parts of palladium-on-charcoal catalyst 10%. After the calculated amount of hydrogen was taken up, the catalyst was filtered off over Hyflo and the filtrate was evaporated, yielding 8.9 parts (74.3%) of 4-(4-fluorophenoxy)cyclohexanol as a residue (139).

Workup

  1. filtrationthe catalyst was filtered off over Hyflo
  2. customthe filtrate was evaporated

Sources & evidence

ORD record
ord-23f063a35dbb49e0ad27a8e91af27c65
Source dataset
uspto-grants-1989_08
Patent number
US04861785

Reaction notes

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