N-(2-amino-1,1-dimethylethyl)-N,N-dimethylamine synthesis

Yield:76936-44-2 91%

Reaction Conditions:

Stage #1: 2-dimethylamino-2-methylpropionitrilewith lithium aluminium tetrahydride in diethyl ether at -5 - 20;
Stage #2: with water;sodium hydroxide at -5;

Steps:

1.b

To a suspension of LAH (3.8 g, 100 mmol) in 150 mL ether was added a solution of 6 (5.6g, 50 mmol) in ether (12 mL) dropwise at -5 °C. The reaction was stirred at room temperature for 5 hours and then cooled down to -5 °C. 4 mL Water, 4 mL 15% NaOH and 12 mL water were added sequentially. The resulting mixture was filtered and filtrate was extracted with water, brine and dried over Na₂SO₄. The organic extract was concentrated under vacuum and then distilled to afford a colorless water-like liquid 5.3 g in 91% yield, bp 145-147 °C; ¹H NMR (CDCl₃) δ 0.95 (s, 6H), 1.38 (s, 2H), 2.20 (s, 6H), 2.56 (s, 2H); ¹³C NMR (CDCl₃) δ 19.2, 37.5, 49.9, 55.8.

References:

WO2010/102219,2010,A1 Location in patent:Page/Page column 21-22