Ammonia → HCID 10488190, compound

Temperature

20 °C

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.

1. concentrationthe mixture is concentrated in vacuo
2. customThe residue obtained
3. stirringthe mixture is stirred for 4 hours in a stoppered receptacle
4. concentrationconcentrated in vacuo
5. washthe suspension is washed with 50 ml of Et2O
6. extractionextracted with CH2Cl2 (3×50 ml)
7. washThe combined organic phases are washed with saturated NaCl solution
8. customdried
9. concentrationconcentrated

ORD record

ord-fe97ac5c34324f199ba37237683328a5

Source dataset

uspto-grants-2000_10

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US06127396