HCID 69501746, compound → HCID 14401625, compound

HRID 1765339Notes

Reaction equation

HRID 1765339 reaction equation
[CH3:1][O:2][C:3]([CH:5]=[CH:6][C:7]1[CH:12]=[C:11]([CH:13]([CH3:15])[CH3:14])[C:10]([OH:16])=[C:9]([CH:17]([CH3:19])[CH3:18])[CH:8]=1)=[O:4]>C(OCC)(=O)C.CO.[Pd]>[CH3:1][O:2][C:3]([CH2:5][CH2:6][C:7]1[CH:12]=[C:11]([CH:13]([CH3:14])[CH3:15])[C:10]([OH:16])=[C:9]([CH:17]([CH3:19])[CH3:18])[CH:8]=1)=[O:4]

Participants

5

Reactant 1

HCID 69501746HCID 69501746, compound

Product 1

HCID 14401625HCID 14401625, compound

Reagents, catalysts & solvents 3

HCID 23938PalladiumCatalystHCID 887MethanolSolventHCID 8857Ethyl AcetateSolvent

Procedure

4-(2-Methoxycarbonylvinyl)-2,6-diisopropylphenol (Example 1, 350 mg) was dissolved in a solution of ethyl acetate (10 mL) and methanol (10 mL) and hydrogenated at 35 psi over palladium on carbon (Pd/C) for 24 hours. The resulting mixture was filtered and the filtrate was concentrated to provide the title compound; 1H-NMR (CDCl3) δ=1.27 (d, 12H, CH(CH2)2), 2.60 (t, 2H, CH2), 2.87 (t, 2H, CH2), 3.13 (m, 2H, CH(CH3)2), 3.68(S, 3H, OCH3), 6.87 (S, 2H, ArH).

Workup

  1. filtrationThe resulting mixture was filtered
  2. concentrationthe filtrate was concentrated

Sources & evidence

ORD record
ord-373012e123e247f185a393e40bcc4cdf
Source dataset
uspto-grants-2007_06
Patent number
US07226946B2

Reaction notes

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