2-Benzyloxy-5-[2-(p-toluenesulfonyloxy)ethyl]benzamide → Benzamide

HRID 1862623Notes

Reaction equation

HRID 1862623 reaction equation
C(O[C:9]1[CH:17]=[CH:16][C:15](CCOS(C2C=CC(C)=CC=2)(=O)=O)=[CH:14][C:10]=1[C:11]([NH2:13])=[O:12])C1C=CC=CC=1>CO.O1CCCC1.[C].[Pd]>[C:11]([NH2:13])(=[O:12])[C:10]1[CH:14]=[CH:15][CH:16]=[CH:17][CH:9]=1

Participants

5

Reactant 1

HCID 186201132-Benzyloxy-5-[2-(p-toluenesulfonyloxy)ethyl]benzamide

Product 1

HCID 2331BenzamideYield 260.5%

Reagents, catalysts & solvents 3

HCID 178418390HCID 178418390, compoundCatalystHCID 887MethanolSolventHCID 8028TetrahydrofuranSolvent

Procedure

2-Benzyloxy-5-[2-(p-toluenesulfonyloxy)ethyl]benzamide (627 mg) was dissolved in methanol (5 ml) and tetrahydrofuran (5 ml), and 10% palladium carbon (wet, 50% water) (169 mg) was added to the solution. The mixture was stirred for 1 hour at room temperature under a hydrogen atmosphere, and the catalyst was filtered off. Removal of the solvent under reduced pressure gave 2-hydroxy-5-[2-toluenesulfonyloxy)ethyl]benzamide (465 mg).

Workup

  1. filtrationthe catalyst was filtered off
  2. customRemoval of the solvent under reduced pressure

Sources & evidence

ORD record
ord-dc26481754074cf99fd4dc34845ef5ad
Source dataset
uspto-grants-2003_03
Patent number
US06538152B1

Reaction notes

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