Reaction #1729284

Reaction equation

dimethylamine

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
   Extractionthe mixture was extracted 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 (240 g, 0.141 mol) and potassium cyanide (22.05 g, 0.338 mol) were added, while cooling with ice, to a mixture of 4 N hydrochloric acid (37 ml) and methanol (22 ml). The mixture was stirred for 4 d at room temperature; water (80 ml) was added and then the mixture was 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