Potassium Cyanide → 2-(Methylamino)indane-2-carbonitrile hydrochloride

Temperature

0 °C

To a mixture of 2-indanone (20.0 g, 151 mmol) in MeOH (20 mL) was added methylamine hydrochloride (10.2 g, 151 mmol). To the stirred mixture was added H2O (20 mL) and a fine homogenous slurry developed. The reaction mixture was cooled to 0° C. and KCN (9.84 g, 151 mmol) in H2O (20 mL) was added slowly over 30 min, such that the temperature did not exceed 10° C., then stirring was continued at ambient temperature for 18 h. The reaction mixture was extracted with Et2O (250 mL) and the organic extract was washed with brine (50 mL) then dried over MgSO4. HCl (g) was bubbled through the vigorously stirred solution for 10 minutes and a white solid precipitated. The solid was filtered, washed with Et2O, and dried to yield the title compound. MS: m/z=173 (M+1).

1. customdid not exceed 10° C.
2. extractionThe reaction mixture was extracted with Et2O (250 mL)
3. extractionthe organic extract
4. washwas washed with brine (50 mL)
5. dry with materialthen dried over MgSO4
6. customHCl (g) was bubbled through the vigorously stirred solution for 10 minutes
7. customa white solid precipitated
8. filtrationThe solid was filtered
9. washwashed with Et2O
10. customdried

ORD record

ord-e1e8040eebed4d60ac7eb06932c0a388

Source dataset

uspto-grants-2007_03

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US07189722B2