1-(4-Benzyloxyphenyl) propan-2-one ethylene ketal → 4-Hydroxyphenylpropan-2-one ethylene ketal

HRID 1758990Notes

Reaction equation

HRID 1758990 reaction equation
[CH2:1]1[O:21][C:4]([CH3:20])([CH2:5][C:6]2[CH:11]=[CH:10][C:9]([O:12]CC3C=CC=CC=3)=[CH:8][CH:7]=2)[O:3][CH2:2]1.[H][H]>C(O)C.[Pd]>[CH2:2]1[O:3][C:4]([CH3:20])([CH2:5][C:6]2[CH:7]=[CH:8][C:9]([OH:12])=[CH:10][CH:11]=2)[O:21][CH2:1]1

Participants

5

Reactant 2

HCID 570683201-(4-Benzyloxyphenyl) propan-2-one ethylene ketalHCID 178418361HCID 178418361, compound

Product 1

HCID 566304374-Hydroxyphenylpropan-2-one ethylene ketal

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 702EthanolSolvent

Procedure

A solution of 1-(4-benzyloxyphenyl) propan-2-one ethylene ketal (6 g) in ethanol (100 ml) was hydrogenated at 45 psi and ambient temperature in the presence of 10% Pd/C until hydrogen uptake had ceased. The solution was filtered and evaporated to give a light coloured oil which crystallised on standing m.p. 61°-64°.

Workup

  1. filtrationThe solution was filtered
  2. customevaporated
  3. customto give a light coloured oil which
  4. customcrystallised

Sources & evidence

ORD record
ord-e7f361af4bd947e4adfd2bc6dfb5a9bf
Source dataset
uspto-grants-1982_07
Patent number
US04338333

Reaction notes

Loading…