HCID 54426969, compound → HCID 54161282, compound

HRID 1861695Notes

Reaction equation

HRID 1861695 reaction equation
[CH3:1][O:2][C:3](=[O:27])[CH:4]([CH2:9][C:10]1[CH:15]=[CH:14][C:13]([O:16][CH2:17][CH2:18][O:19]CC2C=CC=CC=2)=[CH:12][CH:11]=1)[C:5]([O:7][CH3:8])=[O:6]>C(OCC)(=O)C.[Pd]>[CH3:8][O:7][C:5](=[O:6])[CH:4]([CH2:9][C:10]1[CH:11]=[CH:12][C:13]([O:16][CH2:17][CH2:18][OH:19])=[CH:14][CH:15]=1)[C:3]([O:2][CH3:1])=[O:27]

Participants

4

Reactant 1

HCID 54426969HCID 54426969, compound

Product 1

HCID 54161282HCID 54161282, compound

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 8857Ethyl AcetateSolvent

Procedure

A solution of 2-[4-(2-benzyloxy-ethoxy)-benzyl]-malonic acid dimethyl ester (64.0 g, 172 mmol) in ethyl acetate (700 mL) was hydrogenated at 3 atm. in the presence of 10% palladium on charcoal (3.0 g). The solution was filtered, and the filtrate evaporated under vacuo to give 2-[4-(2-hydroxy-ethoxy)-benzyl]-malonic acid dimethyl ester. 1H NMR (300 MHz, CDCl3): δ2.06 (bs, 1H), 3.18 (d, 2H), 3.63 (t, 1H), 3.70 (s, 6H), 3.94 (t, 2H), 4.05 (t, 3H), 6.83 (d, 2H), 7.12 (d, 2H).

Workup

  1. filtrationThe solution was filtered
  2. customthe filtrate evaporated under vacuo

Sources & evidence

ORD record
ord-cb6dbb9635e445e9aa790ea71b53a8c0
Source dataset
uspto-grants-2003_03
Patent number
US06534517B2

Reaction notes

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