1-(4-Benzyloxyphenyl)-heptane-1,3-dione → 1-(4-Hydroxyphenyl)heptane-1,3-dione

HRID 1625189Notes

Reaction equation

HRID 1625189 reaction equation
C([O:8][C:9]1[CH:14]=[CH:13][C:12]([C:15](=[O:23])[CH2:16][C:17](=[O:22])[CH2:18][CH2:19][CH2:20][CH3:21])=[CH:11][CH:10]=1)C1C=CC=CC=1.[H][H]>C1(C)C=CC=CC=1.[Pd]>[OH:8][C:9]1[CH:10]=[CH:11][C:12]([C:15](=[O:23])[CH2:16][C:17](=[O:22])[CH2:18][CH2:19][CH2:20][CH3:21])=[CH:13][CH:14]=1

Participants

5

Reactant 2

HCID 667336971-(4-Benzyloxyphenyl)-heptane-1,3-dioneHCID 178418361HCID 178418361, compound

Product 1

HCID 452752101-(4-Hydroxyphenyl)heptane-1,3-dione

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 1140TolueneSolvent

Procedure

1-(4-Benzyloxyphenyl)-heptane-1,3-dione (4 g; see step (a) above) was dissolved in toluene (20 ml) and Pd/C (3%; 80 mg) was added. The mixture was stirred at room temperature until hydrogen uptake ceased. After filtration of the catalyst, the solvent was evaporated leaving 2.84 g, 100%, 1-(4-hydroxyphenyl)-heptane-1,3-dione.

Workup

  1. filtrationAfter filtration of the catalyst
  2. customthe solvent was evaporated

Sources & evidence

ORD record
ord-7a24a42675fb4ef1b16634daddaed652
Source dataset
uspto-grants-2014_07
Patent number
US08779201B2

Reaction notes

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