HCID 58194293, compound → HCID 58194347, compound

HRID 68512Notes

Reaction equation

HRID 68512 reaction equation
[CH:1]1[C:10]2[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=2)[CH:4]=[CH:3][C:2]=1[C:11]1[CH:12]=[C:13]([CH:25]=[CH:26][CH:27]=1)[C:14]([C:16]1[CH:24]=[CH:23][CH:22]=[CH:21][C:17]=1[C:18]([OH:20])=[O:19])=O>[OH-].[Na+].[Zn].S([O-])([O-])(=O)=O.[Cu+2]>[CH:1]1[C:10]2[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=2)[CH:4]=[CH:3][C:2]=1[C:11]1[CH:12]=[C:13]([CH:25]=[CH:26][CH:27]=1)[CH2:14][C:16]1[CH:24]=[CH:23][CH:22]=[CH:21][C:17]=1[C:18]([OH:20])=[O:19]

Participants

5

Reactant 1

HCID 58194293HCID 58194293, compound

Product 1

HCID 58194347HCID 58194347, compoundYield 94.7%

Reagents, catalysts & solvents 3

HCID 23994ZincCatalystHCID 24462Copper SulfateCatalystHCID 14798Sodium HydroxideSolvent

Procedure

First, 121 g of 2-[3-(2-naphthyl)benzoyl]benzoic acid were dissolved in 10 L of a 1N sodium hydroxide solution, and then a zinc powder activated with an aqueous solution of copper sulfate was added to the solution. The reaction solution was stirred for 50 hours under ref lux. After having been cooled to room temperature, the reaction solution was filtrated. The filtrate was acidified, and then the resultant solid was washed with boiling water. Thus, 110 g of 2-[3-(2-naphthyl)benzyl]benzoic acid were obtained (in 90% yield)

Workup

  1. additionwas added to the solution
  2. filtrationthe reaction solution was filtrated
  3. washthe resultant solid was washed with boiling water

Sources & evidence

ORD record
ord-25ea2903ab404c97a46ef69eb6453a41
Source dataset
uspto-grants-2014_09
Patent number
US08822041B2

Reaction notes

Loading…