HCID 86620892, compound → 4-(3-phenylpropyl)benzoic acid

HRID 1919239Notes

Reaction equation

HRID 1919239 reaction equation
[C:1]1([CH2:7][CH:8]=[CH:9][C:10]2[CH:18]=[CH:17][C:13]([C:14]([OH:16])=[O:15])=[CH:12][CH:11]=2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.C1(C=CCC2C=CC(C(O)=O)=CC=2)C=CC=CC=1>CO.[Pd]>[C:1]1([CH2:7][CH2:8][CH2:9][C:10]2[CH:11]=[CH:12][C:13]([C:14]([OH:16])=[O:15])=[CH:17][CH:18]=2)[CH:2]=[CH:3][CH:4]=[CH:5][CH:6]=1

Participants

4

Reactant 1

HCID 86620892HCID 86620892, compound

Product 1

HCID 2357764-(3-phenylpropyl)benzoic acid

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

A mixture of regioisomeric olefins 54 (100 mg, 0.42 mmol) and Pd 10% on C (10 mg) in methanol (4 mL) was vigorously stirred under H2 atmosphere (14 psi). The mixture was stirred for 2 hours at room temperature, filtered through Celite and evaporated to afford 55 as an oil. Flash chromatography of the residue gave 55 (88 mg, 88%).

Workup

  1. stirringThe mixture was stirred for 2 hours at room temperature
  2. filtrationfiltered through Celite
  3. customevaporated

Sources & evidence

ORD record
ord-660ddcc76f7543cb856b6e6380bf0149
Source dataset
uspto-grants-2012_05
Patent number
USRE043343E1

Reaction notes

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