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ChemicalBook CAS DataBase List N,N,N',N'-TETRAMETHYL-2,2-DIMETHYL-1,3-PROPANEDIAMINE
53369-79-2

N,N,N',N'-TETRAMETHYL-2,2-DIMETHYL-1,3-PROPANEDIAMINE synthesis

2synthesis methods
-

Yield:53369-79-2 75%

Reaction Conditions:

with formic acid in water;Reflux;

Steps:

2 2.1.2 N1, N1, N3, N3, 2, 2-hexamethylpropane-1,3-diamine (LHMPD)

2,2-dimethylpropane-1,3-diamine (5.0?g, Aldrich) was added to a solution of HCOOH (10 equiv) and HCHO (37% aqueous solution, 10?equiv), and was heated at reflux overnight, whereupon the solution was made basic by addition of NaOH (2?M, aqueous) and extracted into diethyl ether (4?*?25?mL).
The ether solution was dried over K2CO3, and the solvent removed by rotary evaporation.
The resulting oil was distilled in vacuo from CaH2 to afford the product as a colorless oil (75%).
1H NMR (CDCl3, 400?MHz): δ 0.9 (m, 6H); 2.0 (m, 4H); 2.2 (m, 12H). GC-MS: [60?°C (1?min) to 180?°C (2?min) at 30?°C·min-1]; tr?=?5.2?min (158, M+).

References:

Large, Tao A.G.;Mahadevan, Viswanath;Keown, William;Stack, T. Daniel P. [Inorganica Chimica Acta,2019,vol. 486,p. 782 - 792]

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