HCID 12018645, compound → 4-Phenoxy-2-propylphenol

HRID 1057802Notes

Reaction equation

HRID 1057802 reaction equation
[CH2:1]([C:4]1[CH:9]=[C:8]([O:10][C:11]2[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=2)[CH:7]=[CH:6][C:5]=1[OH:17])[CH:2]=[CH2:3]>[Pd].C(OCC)(=O)C>[O:10]([C:8]1[CH:7]=[CH:6][C:5]([OH:17])=[C:4]([CH2:1][CH2:2][CH3:3])[CH:9]=1)[C:11]1[CH:12]=[CH:13][CH:14]=[CH:15][CH:16]=1

Participants

4

Reactant 1

HCID 12018645HCID 12018645, compound

Product 1

HCID 154629044-Phenoxy-2-propylphenol

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 8857Ethyl AcetateSolvent

Procedure

The phenol of Step B (141.4 g, 0.62 mole) was taken into 2 liters of ethyl acetate and the reaction vessel charged with 10% Pd/C catalyst (12 g). The reaction was stirred under H2 until the starting material was consumed. The reaction mixture was filtered through Celite and the cake washed with ethyl acetate (total volume ˜6 liters). The filtrate was concentrated to a dark oil which was taken into ether (1500 mL) and washed with 2N HCl (200 mL) sat'd. sodium bicarbonate and brine. The organic solution was dried over magnesium sulfate, filtered and concentrated to give a light brown oil. (125 g).

Workup

  1. customwas consumed
  2. filtrationThe reaction mixture was filtered through Celite
  3. washthe cake washed with ethyl acetate (total volume ˜6 liters)
  4. concentrationThe filtrate was concentrated to a dark oil which
  5. washwashed with 2N HCl (200 mL)
  6. dry with materialThe organic solution was dried over magnesium sulfate
  7. filtrationfiltered
  8. concentrationconcentrated
  9. customto give a light brown oil

Sources & evidence

ORD record
ord-f8a5a8ac802c4556b5727c91bd25bfc6
Source dataset
uspto-grants-2003_02
Patent number
US06515015B1

Reaction notes

Loading…