Ammonia → HCID 10488190, compound

Participants

Reaction Conditions

Reaction Steps

To a solution of 3.44 g (20 mmol) of the aldehyde obtained in Step 2 in 100 ml of CH2Cl2 there are added, in succession, at 20° C., 0.25 g of ZnI2 and then, slowly, 2.18 g (22 mmol) of trimethylsilyl cyanide. After stirring for 20 hours at 20° C., the mixture is concentrated in vacuo. The residue obtained is treated with 200 ml of a solution of NH3 in CH3OH (7N); the mixture is stirred for 4 hours in a stoppered receptacle and then concentrated in vacuo. The residue is taken up in 1N HCl and the suspension is washed with 50 ml of Et2O; the aqueous phase is rendered alkaline with 6N NaOH and extracted with CH2Cl2 (3×50 ml). The combined organic phases are washed with saturated NaCl solution, dried and concentrated to yield the expected compound in the form of an oil, which is used directly for the following reaction.

Provenance & Evidence