4-[2,6-Dichloro-4-(phenylmethoxy)phenoxy]butyl acetate → 4-(2,6-Dichloro-4-hydroxyphenoxy)butyl acetate

HRID 731972Notes

Reaction equation

HRID 731972 reaction equation
[H][H].[C:3]([O:6][CH2:7][CH2:8][CH2:9][CH2:10][O:11][C:12]1[C:17]([Cl:18])=[CH:16][C:15]([O:19]CC2C=CC=CC=2)=[CH:14][C:13]=1[Cl:27])(=[O:5])[CH3:4]>[Pd].C(O)C>[C:3]([O:6][CH2:7][CH2:8][CH2:9][CH2:10][O:11][C:12]1[C:13]([Cl:27])=[CH:14][C:15]([OH:19])=[CH:16][C:17]=1[Cl:18])(=[O:5])[CH3:4]

Participants

5

Reactant 2

HCID 578381394-[2,6-Dichloro-4-(phenylmethoxy)phenoxy]butyl acetateHCID 178418361HCID 178418361, compound

Product 1

HCID 578381414-(2,6-Dichloro-4-hydroxyphenoxy)butyl acetate

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 702EthanolSolvent

Procedure

This compound was prepared in a manner analogous to that set forth in Step D of Example 1, using excess hydrogen gas, 33.0 grams (0.086 mole) of 4-[2,6-dichloro-4-(phenylmethoxy)phenoxy]butyl acetate and 0.05 gram (catalyst) of 10% palladium on carbon in 350 mL of ethanol. The yield of the subject compound was 25.4 grams. The NMR spectrum was consistent with the proposed structure.

Workup

  1. customThis compound was prepared in a manner analogous to that set forth in Step D of Example 1

Sources & evidence

ORD record
ord-b134bc942b03484a93924e94327b43f6
Source dataset
uspto-grants-2009_09
Patent number
US07585891B2

Reaction notes

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