Reaction #644698

Reaction equation

ammonium chloride

aminonitrile

Dimethylamino-(1,4-dioxa-spiro[4.5]dec-8-yl)-acetonitrile

4-chlorophenylmagnesium bromide

→

[(4-Chlorophenyl)-(1,4-dioxa-spiro[4.5]dec-8-yl)-methyl]-dimethyl-amine

Solvents

water

ether

ether

diethyl ether

Conditions

Workup

1. 1
   workup.ADDITIONwere added
2. 2
   WashThe organic phase was washed with water and saturated sodium chloride solution
3. 3
   Otherdried
4. 4
   Concentrationconcentrated

Procedure

A solution of the aminonitrile 3 (22.43 g, 100 mmol) in abs. ether (100 ml) was added dropwise, under argon and while cooling with ice, to a 1M solution of 4-chlorophenylmagnesium bromide in ether (200 ml, 200 mmol), and stirring was carried out for 20 h at RT. For working up the reaction mixture, saturated ammonium chloride solution (100 ml) and water (100 ml) were added, while cooling with ice, and extraction with diethyl ether (3×100 ml) was carried out. The organic phase was washed with water and saturated sodium chloride solution, dried and concentrated.

Source