Ammonium formate → 2-(4-Diethylcarbamoylbenzyl)anisole

HRID 895610Notes

Reaction equation

HRID 895610 reaction equation
C(O[CH:5]([C:14]1[CH:19]=[CH:18][C:17]([C:20](=[O:26])[N:21]([CH2:24][CH3:25])[CH2:22][CH3:23])=[CH:16][CH:15]=1)[C:6]1[CH:11]=[CH:10][CH:9]=[CH:8][C:7]=1[O:12][CH3:13])(=O)C.C([O-])=O.[NH4+]>CO.[Pd]>[CH2:24]([N:21]([CH2:22][CH3:23])[C:20]([C:17]1[CH:18]=[CH:19][C:14]([CH2:5][C:6]2[CH:11]=[CH:10][CH:9]=[CH:8][C:7]=2[O:12][CH3:13])=[CH:15][CH:16]=1)=[O:26])[CH3:25]

Participants

5

Reactant 2

HCID 2723923Ammonium formateHCID 697188771-(4-Diethylcarbamoylphenyl)-1-(2-methoxyphenyl)methyl acetate

Product 1

HCID 223806822-(4-Diethylcarbamoylbenzyl)anisole

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Conditions

Temperature
60 °C

Procedure

The obtained 1-(4-diethylcarbamoylphenyl)-1-(2-methoxyphenyl)methyl acetate was dissolved in methanol (280 ml), added with 10% palladium/carbon (7 g) and ammonium formate (28.44 g) under argon atmosphere and stirred at 60° C. for 2 hours. After insoluble matters were removed by filtration, the solvent was evaporated under reduced pressure to obtain 2-(4-diethylcarbamoylbenzyl)anisole.

Workup

  1. customAfter insoluble matters were removed by filtration
  2. customthe solvent was evaporated under reduced pressure

Sources & evidence

ORD record
ord-ecde1a821f8141839824f1327d1885dc
Source dataset
uspto-grants-2005_07
Patent number
US06916822B2

Reaction notes

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