N-(5-acetyl-2-methyl-indan-2-yl)-benzamide → N-(5-Ethyl-2-methyl-indan-2-yl)-benzamide

HRID 244798Notes

Reaction equation

HRID 244798 reaction equation
[C:1]([C:4]1[CH:5]=[C:6]2[C:10](=[CH:11][CH:12]=1)[CH2:9][C:8]([NH:14][C:15](=[O:22])[C:16]1[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=1)([CH3:13])[CH2:7]2)(=O)[CH3:2]>C(O)C.Cl.[Pd]>[CH2:1]([C:4]1[CH:5]=[C:6]2[C:10](=[CH:11][CH:12]=1)[CH2:9][C:8]([NH:14][C:15](=[O:22])[C:16]1[CH:17]=[CH:18][CH:19]=[CH:20][CH:21]=1)([CH3:13])[CH2:7]2)[CH3:2]

Participants

5

Reactant 1

HCID 22499217N-(5-acetyl-2-methyl-indan-2-yl)-benzamide

Product 1

HCID 22499186N-(5-Ethyl-2-methyl-indan-2-yl)-benzamide

Reagents, catalysts & solvents 3

HCID 23938PalladiumCatalystHCID 313Hydrochloric AcidSolventHCID 702EthanolSolvent

Procedure

A solution of N-(5-acetyl-2-methyl-indan-2-yl)-benzamide (3.4 g) in ethanol (200 ml) and conc. HCl (2 ml) is stirred under hydrogen in the presence of 10% Pd/C at room temperature for 48 hours. The mixture is filtered through celite and the filtrate is concentrated in vacuo to give the title compound.

Workup

  1. filtrationThe mixture is filtered through celite
  2. concentrationthe filtrate is concentrated in vacuo

Sources & evidence

ORD record
ord-364ae1634b484596a862dc20ee89ba47
Source dataset
uspto-grants-2014_02
Patent number
US08658673B2

Reaction notes

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