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

HRID 577652Notes

Reaction equation

HRID 577652 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-b3004678e5b64f9ea735115bac5886bf
Source dataset
uspto-grants-2015_05
Patent number
US09040559B2

Reaction notes

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