ChemicalBook CAS DataBase List N,N-DIDODECYLMETHYLAMINE

N,N-DIDODECYLMETHYLAMINE synthesis

15synthesis methods

Product Name:N,N-DIDODECYLMETHYLAMINE
CAS Number:2915-90-4
Molecular formula:C25H53N
Molecular Weight:367.7

7311-30-0 Synthesis

7311-30-0
64 suppliers
$21.00/250mg

143-15-7 Synthesis

143-15-7
432 suppliers
$5.00/25g

2915-90-4
84 suppliers
$21.00/1g

Yield: 55%

Reaction Conditions:

in ethanol for 48 h;Reflux;

Steps:

2.3.1 Preparation of N,N-didodecylmethylamine
3.6mL (14mmol) of 16 N-dodecylmethylamine and 6.4mL (27mmol) of 17 1-bromododecane were dissolved in 30mL of absolute 18 EtOH. The mixture was heated to reflux for two days. The solvent was removed under reduced pressure, the residue was dissolved in 19 CHCl₃ and washed three times with a saturated aqueous solution of 20 NaHCO₃. The organic layer was dried over anhydrous Na₂SO₄, filtered and the solvent was removed under reduced pressure. The oily residue was purified by chromatography on silica gel (eluent CHCl₃) to afford 2.89g of 21 N,N-didodecylmethylamine (yield 55%). ¹H NMR (δ CDCl₃, 300MHz) ppm: 0.84 (t, ³J_HH=9.18Hz, 6H, CH₂CH₃); 1.16-1.29 (m, 36H, NCH₂CH₂(CH₂)₉CH₃); 1.54 (m, 4H, NCH₂CH₂); 2.34 (s, 3H, NCH₃); 2.49 (m, 4H, NCH₂). ¹³C NMR (δ CDCl₃, 75MHz) ppm: 14.11; 22.69; 27.28; 27.63; 29.36; 29.64; 31.92; 42.31; 57.91

References:

Mauceri, Alessandro;Giansanti, Luisa;Bozzuto, Giuseppina;Condello, Maria;Molinari, Agnese;Galantini, Luciano;Piozzi, Antonella;Mancini, Giovanna [Biochimica et Biophysica Acta - Biomembranes,2019,vol. 1861,# 8,p. 1468 - 1475]