Reaction #820259

Reaction equation

dimethylamine

1,4-dioxaspiro-[4.5]decane-8-carbaldehyde

potassium cyanide

hydrochloric acid

→

dimethylamino-(1,4-dioxaspiro[4.5]dec-8-yl)-acetonitrile

Solvents

methanol

water

Conditions

Workup

1. 1
   Extractionextracted with diethyl ether (4×100 ml)
2. 2
   DryingThe organic phase was dried over sodium sulfate
3. 3
   Otherevaporated under a vacuum
4. 4
   Otherthe product obtained as a white solid

Procedure

40 percent strength aqueous dimethylamine solution (85 ml, 0.67 mol), 1,4-dioxaspiro-[4.5]decane-8-carbaldehyde (240 g, 0.141 mol) and potassium cyanide (22.05 g, 0.338 mol) were added with ice cooling to a mixture of 4N hydrochloric acid (37 ml) and methanol (22 ml). The mixture was stirred at room temperature for 4 d and then, after addition of water (80 ml), extracted with diethyl ether (4×100 ml). The organic phase was dried over sodium sulfate, evaporated under a vacuum and the product obtained as a white solid.

Source