ChemicalBook CAS DataBase List Dibenzylamine

Dibenzylamine synthesis

15synthesis methods

Product Name:Dibenzylamine
CAS Number:103-49-1
Molecular formula:C14H15N
Molecular Weight:197.28

Dibenzylamine is obtained by the reaction of benzyl chloride and liquid ammonia in ethanol.

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103-49-1
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Yield:103-49-1 100%

Reaction Conditions:

with hydrogen;Ru((R,R)-cyP₂N₂)HCl in benzene-d6 at 20; under 2280.15 Torr; for 4 h;Product distribution / selectivity;Alkaline conditions;Cooling with liquid nitrogen;

Steps:

2.b.7

b) Under an atmosphere of hydrogen gas (1-3 atm) at room temperature, catalytic amounts of the [Ru(P2N2)Y2] or [Ru(P2(NH)2)Y2] complex, together with 3-10 equivalents of KOiPr or KOtBu effectively and readily catalyzed the hydrogenation of the neat ketones or imines to the corresponding alcohol or amine respectively. A general procedure for a catalytic run is as follows: [0074] 1 to 8 g of the substrate, or its solution in 1-2 ml of C6D6, were added under a flow of hydrogen gas to a Schlenk flask containing the desired amount of catalyst and of base (KOiPr or KOtBu). The flask was then cooled to liquid nitrogen temperature, filled with H2 gas, closed and allowed to gradually warm to room temperature to reach an initial H2 pressure of about 3 atm. The mixture was vigorously stirred for 12 to 30 hours. Then, the catalyst was oxidized and precipitated from the alcohols or amines by the addition of hexanes in the air and then removed by filtration through a 5 mm thick pad of silica gel. The hexanes were evaporated to yield the pure alcohol. A sample was dissolved in C6D6 to determine the yield by 1H NMR. Typical conditions and results are listed in Table 5.

References:

US2004/15017,2004,A1 Location in patent:Page 5