Ethanol → Ethyl 2-(4-hydroxy-2-methylphenoxy)-2-methylpropanoate

HRID 898448Notes

Reaction equation

HRID 898448 reaction equation
[CH3:1][C:2]([O:7][C:8]1[CH:13]=[CH:12][C:11]([O:14]CCC2N=C(C3C=CC=CC=3)OC=2C)=[CH:10][C:9]=1[CH3:29])([CH3:6])[C:3]([OH:5])=[O:4].[H][H].[CH2:32](O)[CH3:33]>[Pd]>[CH2:32]([O:5][C:3](=[O:4])[C:2]([O:7][C:8]1[CH:13]=[CH:12][C:11]([OH:14])=[CH:10][C:9]=1[CH3:29])([CH3:1])[CH3:6])[CH3:33]

Participants

5

Reactant 3

HCID 702EthanolHCID 222611152-Methyl-2-[2-methyl-4-[2-(5-methyl-2-phenyl-4-oxazolyl)ethoxy]phenoxy]propanoic acidHCID 178418361HCID 178418361, compound

Product 1

HCID 16756990Ethyl 2-(4-hydroxy-2-methylphenoxy)-2-methylpropanoate

Reagents, catalysts & solvents 1

HCID 23938PalladiumCatalyst2×

Procedure

2-Methyl-2-{2-methyl-4-[2-(5-methyl-2-phenyloxazol-4-yl)ethoxy]phenoxy}propionic acid (9.00 g, 26.3 mmol) in ethanol (250 mL) was treated with 5% Pd/C (1.25 g) and hydrogen (60 psi, rt, overnight). Additional 5% Pd/C (1.25 g) was added, and the reaction was continued for 6 h at 40° C. The mixture was filtered and concentrated to a tan oil (6.25 g). This oil contained 9 mol % of 2-(4-Hydroxy-2-hydroxymethyl-phenoxy)-2-methyl-propionic acid ethyl ester.

Workup

  1. filtrationThe mixture was filtered
  2. concentrationconcentrated to a tan oil (6.25 g)

Sources & evidence

ORD record
ord-92b6d0bd40c7474db26e6cd9e11c4ab5
Source dataset
uspto-grants-2008_04
Patent number
US07351728B2

Reaction notes

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