HCID 69638743, compound → HCID 20264331, compound

HRID 967163Notes

Reaction equation

HRID 967163 reaction equation
[CH3:1][O:2][C:3](=[O:23])[C:4]1[CH:9]=[CH:8][C:7]([O:10][CH2:11][CH2:12][CH2:13][CH2:14][O:15]CC2C=CC=CC=2)=[CH:6][CH:5]=1>CO.[Pd]>[CH3:1][O:2][C:3](=[O:23])[C:4]1[CH:5]=[CH:6][C:7]([O:10][CH2:11][CH2:12][CH2:13][CH2:14][OH:15])=[CH:8][CH:9]=1

Participants

4

Reactant 1

HCID 69638743HCID 69638743, compound

Product 1

HCID 20264331HCID 20264331, compoundYield 93%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

2.7 g (8.6 mmol) of 4-(4-benzyloxy-butoxy)-benzoic acid methyl ester were dissolved in 15.0 ml of methanol. 0.3 g palladium on charcoal (10%) were added and the reaction mixture hydrogenated at normal pressure until the consumption of hydrogen came to an end. Then, it was filtered over celite and evaporated giving 1.79 g (93%) of 4-(4-hydroxy-butoxy)-benzoic acid methyl ester as colorless solid, MS: 224 (M+).

Workup

  1. customthe reaction mixture hydrogenated at normal pressure until the consumption of hydrogen
  2. filtrationThen, it was filtered over celite
  3. customevaporated

Sources & evidence

ORD record
ord-aaa87bb128e64cdb91e3773d29b3bb3e
Source dataset
uspto-grants-2005_10
Patent number
US06953806B2

Reaction notes

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