HCID 54069922, compound → HCID 54350942, compound

HRID 840539Notes

Reaction equation

HRID 840539 reaction equation
[CH3:1][O:2][C:3](=[O:24])[C:4](=[CH:9][C:10]1[CH:15]=[CH:14][C:13]([O:16]CC2C=CC=CC=2)=[CH:12][CH:11]=1)[C:5]([O:7][CH3:8])=[O:6]>CO.[Pd]>[CH3:8][O:7][C:5](=[O:6])[CH:4]([CH2:9][C:10]1[CH:11]=[CH:12][C:13]([OH:16])=[CH:14][CH:15]=1)[C:3]([O:2][CH3:1])=[O:24]

Participants

4

Reactant 1

HCID 54069922HCID 54069922, compound

Product 1

HCID 54350942HCID 54350942, compoundYield 86.8%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

A solution of 2-(4-benzyloxy-benzylidene)-malonic acid dimethyl ester (14.5 g, 44.5 mmol) in methanol (300 mL) was hydrogenated at 3 atm. in the presence of 5% palladium on charcoal (1.1 g). The solution was filtered, and the filtrate evaporated under a vacuum to give 9.2 g (77%) of 2-(4-hydroxy-benzyl)-malonic acid dimethyl ester: 1H NMR (300 MHz, CDCl3): δ3.15 (d, 2H), 3.65 (t, 1H), 3.70 (s, 6H), 6.70 (d, 2H), 7.05 (d, 2H).

Workup

  1. filtrationThe solution was filtered
  2. customthe filtrate evaporated under a vacuum

Sources & evidence

ORD record
ord-b5926c01889d4e7bb73e1a3624a4361a
Source dataset
uspto-grants-2002_04
Patent number
US06369055B1

Reaction notes

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