HCID 22459170, compound → 2-Propyl-4-(4'-methylphenoxy)phenol

HRID 2185042Notes

Reaction equation

HRID 2185042 reaction equation
[CH3:1][C:2]1[CH:18]=[CH:17][C:5]([O:6][C:7]2[CH:12]=[CH:11][C:10]([OH:13])=[C:9]([CH2:14][CH:15]=[CH2:16])[CH:8]=2)=[CH:4][CH:3]=1>C(OCC)(=O)C.[Pd]>[CH2:14]([C:9]1[CH:8]=[C:7]([O:6][C:5]2[CH:17]=[CH:18][C:2]([CH3:1])=[CH:3][CH:4]=2)[CH:12]=[CH:11][C:10]=1[OH:13])[CH2:15][CH3:16]

Participants

4

Reactant 1

HCID 22459170HCID 22459170, compound

Product 1

HCID 224589752-Propyl-4-(4'-methylphenoxy)phenol

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 8857Ethyl AcetateSolvent

Procedure

A solution of 4-(4′-methylphenoxy)-2-allylphenol (2.30 g, 9.42 mmol) and 5% Pd/C (0.90 g) in ethyl acetate (30 mL) was stirred under H2 atmosphere for 3 h at room temperature. The reaction mixture was filtered through a short pad of silica gel and concentrated in vacuo to afford the title compound which was used as is. 1H NMR (400 MHz, CDCl3): δ 7.19 (d, 2H), 6.86 (d, 1H), 6.83 (dd, 2H), 6.72 (d, 2H), 4.61 (s, 1H), 2.53 (t, 2H), 2.30 (s, 3H), 1.61 (hex, 2H), 0.96 (t, 3H).

Workup

  1. filtrationThe reaction mixture was filtered through a short pad of silica gel
  2. concentrationconcentrated in vacuo

Sources & evidence

ORD record
ord-ddc5ee0736344007aeeca6b7eaacce22
Source dataset
uspto-grants-2002_06
Patent number
US06399640B1

Reaction notes

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