Benzylamine → Dibenzylamine

HRID 709340Notes

Reaction equation

HRID 709340 reaction equation
[CH2:1]([NH2:8])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1>[Pd].CC#N>[CH2:1]([NH:8][CH2:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

Participants

4

Reactant 1

HCID 7504Benzylamine

Product 1

HCID 7656DibenzylamineYield 91%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 6342AcetonitrileSolvent

Conditions

Temperature
90 °C

Procedure

To carry out the oxidative condensation, benzylamine (0.5 mmol) was heated with catalyst Pd@ba-GO (10 mg) and solvent CH3CN (0.2 mL) at 90° C. in a flask open to air for 6 hours, and then stirred also at 90° C. under H2 gas (1 atm) for 6 hours to obtain dibenzylamine. An unexpectedly high yield of 91% was achieved.

Sources & evidence

ORD record
ord-93f19989abb9418cacc99c520cf99ffe
Source dataset
uspto-grants-2015_11
Patent number
US09180442B2

Reaction notes

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