1-Phenylcyclopropanecarboxylic acid → 1-Cyclohexylcyclopropane-1-carboxylic acid

HRID 2217819Notes

Reaction equation

HRID 2217819 reaction equation
[C:1]1([C:7]2([C:10]([OH:12])=[O:11])[CH2:9][CH2:8]2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[H][H]>C(O)(=O)C.O=[Pt]=O.C(O)C>[CH:1]1([C:7]2([C:10]([OH:12])=[O:11])[CH2:9][CH2:8]2)[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6]1

Participants

6

Reactant 2

HCID 802061-Phenylcyclopropanecarboxylic acidHCID 178418361HCID 178418361, compound

Product 1

HCID 537450231-Cyclohexylcyclopropane-1-carboxylic acidYield 57.8%

Reagents, catalysts & solvents 3

HCID 345198Adams' catalystCatalystHCID 176Acetic AcidSolventHCID 702EthanolSolvent

Procedure

To 1-phenyl-cyclopropanecarboxylic acid (0.500 g) in acetic acid (2 mL) was added Adams catalyst (0.050 g) in ethanol (0.3 mL). The reaction was left to stir for 48 hours under 5 bar of hydrogen. The reaction was filtered, washing with ethanol (10 mL) and water (10 mL). The resulting solid was collected by filtration and subsequently washed with water (10 mL) to afford the sub-titled compound (0.3 g).

Workup

  1. waitThe reaction was left
  2. filtrationThe reaction was filtered
  3. washwashing with ethanol (10 mL) and water (10 mL)
  4. filtrationThe resulting solid was collected by filtration
  5. washsubsequently washed with water (10 mL)

Sources & evidence

ORD record
ord-5f11a481afb645a6a92f3fb09c7e6df5
Source dataset
uspto-grants-2008_08
Patent number
US07408065B2

Reaction notes

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