Hydrochloric Acid → 3(3-Methoxyphenyl)-N,N,2-trimethyl pentane-1-amine hydrochloride, (2R,3R)-

A mixture of (2R,3R)-3-(3-methoxyphenyl)-N,N,2-trimethylpentan-1-amine and (2R,3S)-3-(3-methoxyphenyl)-N,N,2-trimethylpentan-1-amine (10 kg, 42.56 mol, ratio 5.5:1) was dissolved in acetone (50 L) in a 100 L double jacket vessel equipped with an electrical impeller stirrer, a gas transition line, Pt100 temperature measuring equipment and an oil based cooling/heating system. Hydrogen chloride (1.55 kg, 42.51 mol) was transferred within 15 minutes at a temperature of 5° C. to 25° C. through the reaction mixture. The reaction mixture was cooled to 0° C. to 5° C. and centrifuged after 2 hours of stirring. The humid solid was put into a stirring vessel, acetone (30 L) was added and the reaction mixture was heated to reflux for 15 minutes. After cooling to 15° C. to 20° C. the product was centrifuged and stored at 40° C. to 50° C. and 150 mbar for 14 hours in a drying oven. (2R,3R)-3-(3-Methoxyphenyl)-N,N,2-trimethylpentan-1-amine hydrochloride (7.17 kg, 63%) was obtained as a colorless solid with a diastereomeric excess of 100%.

1. customequipped with an electrical impeller stirrer
2. temperatureThe reaction mixture was cooled to 0° C. to 5° C.
3. customThe humid solid was put into a stirring vessel
4. temperaturethe reaction mixture was heated
5. temperatureto reflux for 15 minutes
6. temperatureAfter cooling to 15° C. to 20° C. the product
7. customstored at 40° C. to 50° C.
8. wait150 mbar for 14 hours in a drying oven

ORD record

ord-3884e3bbd6ea45388aef05d9f5e665ba

Source dataset

uspto-grants-2014_11

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US08877974B2