Hydrochloric Acid → HCID 117667437, compound

Under a nitrogen atmosphere, to a mixture of (1R,2S)-2-(benzylamino)cyclopentanol (1.36 g), 1,2-dichloroethane (34 mL), and a 37% aqueous formaldehyde solution (1.73 mL) was added sodium triacetoxyborohydride (4.52 g), followed by stirring at room temperature overnight. To the reactant was added a saturated aqueous sodium hydrogen carbonate solution, and then acidified by the addition of 1 M hydrochloric acid. The aqueous phase was washed with ethyl acetate. The water phase was basified with a 1 M aqueous sodium hydroxide solution, and then chloroform was added thereto, followed by liquid separation. The organic phase was washed with saturated brine and dried over anhydrous magnesium sulfate. The mixture was filtered and then the filtrate was concentrated under reduced pressure to obtain (1R,2S)-2-[benzyl(methyl)amino]cyclopentanol (1.38 g).

1. washThe aqueous phase was washed with ethyl acetate
2. additionchloroform was added
3. customfollowed by liquid separation
4. washThe organic phase was washed with saturated brine
5. dry with materialdried over anhydrous magnesium sulfate
6. filtrationThe mixture was filtered
7. concentrationthe filtrate was concentrated under reduced pressure

ORD record

ord-1ce045070f6f4f7daff4ff0352e2a979

Source dataset

uspto-grants-2015_07

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US09085540B2