Sodium Acetate → HCID 60058678, compound

HRID 252372Notes

Reaction equation

HRID 252372 reaction equation
Cl[C:2]1[CH:7]=[CH:6][C:5]([C:8]2([C:12]([OH:14])=[O:13])[CH2:11][CH2:10][CH2:9]2)=[CH:4][CH:3]=1.C([O-])(=O)C.[Na+]>CO.[Pd]>[CH:5]1([C:8]2([C:12]([OH:14])=[O:13])[CH2:11][CH2:10][CH2:9]2)[CH2:4][CH2:3][CH2:2][CH2:7][CH2:6]1

Participants

5

Reactant 2

HCID 517045Sodium AcetateHCID 6027611-(p-Chlorophenyl)cyclobutanecarboxylic acid

Product 1

HCID 60058678HCID 60058678, compound

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

A mixture of 2.04 g 1-(4-chloro-phenyl)-cyclobutanecarboxylic acid [50921-39-6], 0.875 g sodium acetate and 0.20 g 10% Pd/C in 15 ml of methanol is hydrogenated at room temperature and 0.1 bar for 1 hour. The catalyst is removed by filtration over Hyflo and the filtrate is charged with 0.20 g of Nishimura's catalyst. The mixture is hydrogenated at room temperature and 4 bar for 1.5 hours. The catalyst is removed by filtration over Hyflo and concentrated by evaporation to provide the title compound as a colourless oil which is used without further purification. Rt=4.44 (gradient I).

Workup

  1. customis hydrogenated at room temperature
  2. customThe catalyst is removed by filtration over Hyflo
  3. additionthe filtrate is charged with 0.20 g of Nishimura's catalyst
  4. customis hydrogenated at room temperature
  5. wait4 bar for 1.5 hours
  6. customThe catalyst is removed by filtration over Hyflo
  7. concentrationconcentrated by evaporation

Sources & evidence

ORD record
ord-441cb621cf0641f0982b98a109432d61
Source dataset
uspto-grants-2011_01
Patent number
US07868036B2

Reaction notes

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