HCID 59205673, compound → HCID 59205674, compound

HRID 908651Notes

Reaction equation

HRID 908651 reaction equation
[Cl:1][C:2]1[CH:11]=[C:10]([O:12]CC2C=CC=CC=2)[CH:9]=[C:8]([Cl:20])[C:3]=1[O:4][CH2:5][CH2:6][OH:7]>[Pd].C(O)C>[Cl:1][C:2]1[CH:11]=[C:10]([OH:12])[CH:9]=[C:8]([Cl:20])[C:3]=1[O:4][CH2:5][CH2:6][OH:7]

Participants

4

Reactant 1

HCID 59205673HCID 59205673, compound

Product 1

HCID 59205674HCID 59205674, compoundYield 95.1%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 702EthanolSolvent

Procedure

A mixture of 10.3 grams (0.033 mole) of 2-(2,6-dichloro-4-(phenylmethoxy)phenoxy)ethan-1-ol and 0.4 gram (catalyst) of 10% palladium on carbon in 100 mL of ethanol was subjected to hydrogenation conditions (40 PSI) using a Parr hydrogenator. After the theoretical uptake of hydrogen, the reaction mixture was filtered and concentrated under reduced pressure, yielding 7.0 grams of the subject compound as a residue. The NMR spectrum was consistent with the proposed structure.

Workup

  1. filtrationAfter the theoretical uptake of hydrogen, the reaction mixture was filtered
  2. concentrationconcentrated under reduced pressure

Sources & evidence

ORD record
ord-82f405447ead4246a261df6f72337bff
Source dataset
uspto-grants-2011_09
Patent number
US08017635B2

Reaction notes

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