Hydrochloric Acid → HCID 66975707, compound

To a suspension of calcium chloride (5.74 g) in THF (80 mL) and ethanol (50 mL) was added sodium borohydride (2.61 g), and the mixture was stirred at room temperature for 30 min. To the reaction mixture was added a solution of methyl (2RS,3RS)-2-[(benzylamino)methyl]-3-(3,4-dichlorophenyl)-3-hydroxypropanoate (12.7 g) in THF (20 mL) and ethanol (20 mL) under ice-cooling, and the mixture was stirred at room temperature for 2 hr. To the reaction mixture was added 1 N aqueous hydrochloric acid solution (15 mL), the mixture was stirred for 30 min, and neutralized with 1 N aqueous sodium hydroxide solution (15 mL), and the mixture was filtered through celite. The obtained oil was diluted with ethyl acetate, and the mixture was washed with distilled water and brine, dried over anhydrous magnesium sulfate and concentrated under reduced pressure to give the title compound (11.6 g).

1. temperaturecooling
2. stirringthe mixture was stirred at room temperature for 2 hr
3. stirringthe mixture was stirred for 30 min
4. filtrationthe mixture was filtered through celite
5. additionThe obtained oil was diluted with ethyl acetate
6. washthe mixture was washed with distilled water and brine
7. dry with materialdried over anhydrous magnesium sulfate
8. concentrationconcentrated under reduced pressure

ORD record

ord-5f0edb53860e45b395a861d7dac4c946

Source dataset

uspto-grants-2014_05

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US08722662B2