Reaction #644694

Reaction equation

dimethylamine

1,4-dioxa-spiro[4.5]decane-8-carbaldehyde

1,4-Dioxa-spiro[4.5]decane-8-carbaldehyde

potassium cyanide

hydrochloric acid

→

Dimethylamino-(1,4-dioxa-spiro[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
   Concentrationconcentrated in vacuo
4. 4
   Otherthe product was obtained in the form of a white solid

Procedure

40% aqueous dimethylamine solution (85 ml, 0.67 mol), 1,4-dioxa-spiro[4.5]decane-8-carbaldehyde 2 (240 g, 0.141 mol) and potassium cyanide (22.05 g, 0.338 mol) were added, while cooling with ice, to a mixture of 4N hydrochloric acid (37 ml) and methanol (22 ml). The mixture was stirred for 4 d at room temperature and then, after addition of water (80 ml), extracted with diethyl ether (4×100 ml). The organic phase was dried over sodium sulfate and concentrated in vacuo, and the product was obtained in the form of a white solid.

Source