Reaction #40915

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

Conditions

Workup

1. 1
   Extractionextracted
2. 2
   workup.ADDITIONafter adding water (80 ml)
3. 3
   DryingThe organic phase was dried over sodium sulfate
4. 4
   Concentrationconcentrated by evaporation in vacuo
5. 5
   Otherthe product was obtained as a white solid

Procedure

40% aqueous dimethylamine solution (85 ml, 0.67 mole), 1,4-dioxa-spiro-[4.5]decane-8-carbaldehyde 5 (240 g, 0.141 mole) and potassium cyanide (22.05 g, 0.338 mole) were added while cooling with ice to a mixture of 4N hydrochloric acid (37 ml) and methanol (22 ml). The mixture was stirred for four days at room temperature and then extracted, after adding water (80 ml), with diethyl ether (4×100 ml). The organic phase was dried over sodium sulfate, concentrated by evaporation in vacuo, and the product was obtained as a white solid.

Source