4-[2,6-Dichloro-4-(phenylmethoxy)phenoxy]butan-1-ol → 3,5-Dichloro-4-(4-hydroxybutoxy)phenol

HRID 1611456Notes

Reaction equation

HRID 1611456 reaction equation
[Cl:1][C:2]1[CH:13]=[C:12]([O:14]CC2C=CC=CC=2)[CH:11]=[C:10]([Cl:22])[C:3]=1[O:4][CH2:5][CH2:6][CH2:7][CH2:8][OH:9].[H][H]>[Pd]>[Cl:1][C:2]1[CH:13]=[C:12]([OH:14])[CH:11]=[C:10]([Cl:22])[C:3]=1[O:4][CH2:5][CH2:6][CH2:7][CH2:8][OH:9]

Participants

4

Reactant 2

HCID 222571354-[2,6-Dichloro-4-(phenylmethoxy)phenoxy]butan-1-olHCID 178418361HCID 178418361, compound

Product 1

HCID 222571313,5-Dichloro-4-(4-hydroxybutoxy)phenol

Reagents, catalysts & solvents 1

HCID 23938PalladiumCatalyst

Procedure

This compound was prepared in a manner analogous to that of Step A of this example, using 12.2 grams (0.036 mole) of 4-[2,6-dichloro-4-(phenylmethoxy)phenoxy]butan-1-ol and 0.5 gram (catalyst) of 10% palladium on carbon and a theoretical amount of hydrogen gas in a Parr Hydrogenator. The yield of the subject compound was 9.3 grams. The NMR spectrum was consistent with the proposed structure.

Workup

  1. customThis compound was prepared in a manner analogous to that of Step A of this example

Sources & evidence

ORD record
ord-68940b919345426ba63d0c73b4754ffe
Source dataset
uspto-grants-2006_01
Patent number
US06987194B2

Reaction notes

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