HCID 54035333, compound → 5-(4-Cyanophenyl)pentanoic acid

HRID 1707571Notes

Reaction equation

HRID 1707571 reaction equation
[C:1]([C:3]1[CH:8]=[CH:7][C:6]([CH:9]=[CH:10][CH2:11][CH2:12][C:13]([OH:15])=[O:14])=[CH:5][CH:4]=1)#[N:2].[H][H]>CO.[Pd].C([O-])([O-])=O.[Ca+2]>[C:1]([C:3]1[CH:4]=[CH:5][C:6]([CH2:9][CH2:10][CH2:11][CH2:12][C:13]([OH:15])=[O:14])=[CH:7][CH:8]=1)#[N:2]

Participants

5

Reactant 2

HCID 54035333HCID 54035333, compoundHCID 178418361HCID 178418361, compound

Product 1

HCID 152807295-(4-Cyanophenyl)pentanoic acid

Reagents, catalysts & solvents 2

HCID 12000666Calcium Palladium CarbonateCatalystHCID 887MethanolSolvent

Procedure

A solution of 1.47 g (7.32 mmol) of (3) in 90 mL of methanol was hydrogenated over 200 mg of 5% Pd/CaCO3 at 5 psi hydrogen over a 1.2 hour period. After removing the catalyst by filtration and evaporation of the solvent in vacuo, the residue was triturated with ether followed by hexane which afforded a white solid: m.p. 101°-102° C.

Workup

  1. customAfter removing the catalyst
  2. filtrationby filtration and evaporation of the solvent in vacuo
  3. customthe residue was triturated with ether
  4. customafforded a white solid

Sources & evidence

ORD record
ord-4960633062024910be0c5316a8ea30d1
Source dataset
uspto-grants-1994_10
Patent number
US05354738

Reaction notes

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