Benzhydrylamine → HCID 11195696, compound

To a solution of aminodiphenylmethane (9.70 g, 51.46 mmol) in dichloromethane (6 ml) was added cis-1,4-dichloro-2-butene (1.18 g, 9.02 mmol). The mixture was stirred at r.t. 20 hours. The white solid was filtered and washed with dichloromethane. The filtrated was cooled at 0° C. and HCl 37% (2.5 ml) was added carefully and the suspension was stirred overnight. The resulting white solid was filtered and washed with dichloromethane and the filtrated was washed with saturated solution of NaHCO3, water, dried over Na2SO4, filtered and concentrated. The crude was purified by flash chromatography: silica gel, gradient dichloromethane to dichloromethane:methanol 4% to afforded the product (0.90 g, 43%) as white solid. M.p. 90-91° C.

1. custom20 hours
2. filtrationThe white solid was filtered
3. washwashed with dichloromethane
4. temperatureThe filtrated was cooled at 0° C.
5. additionHCl 37% (2.5 ml) was added carefully
6. stirringthe suspension was stirred overnight
7. filtrationThe resulting white solid was filtered
8. washwashed with dichloromethane
9. washthe filtrated was washed with saturated solution of NaHCO3, water
10. dry with materialdried over Na2SO4
11. filtrationfiltered
12. concentrationconcentrated
13. customThe crude was purified by flash chromatography

ORD record

ord-adf750e9e42f4b09abaad76177443692

Source dataset

uspto-grants-2013_02

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US08372990B2