Methanol → Methyl 2-aminoisobutyrate hydrochloride

A solution of 2-aminoisobutyric acid (51.7 g) in methanol (500 mL) at 0° C. was treated with thionyl chloride (80.4 g) over 35 minutes, stirred for 30 minutes, warmed to room temperature, heated to 50° C. for 3 hours, cooled to room temperature, and concentrated. The concentrate was dissolved in methanol (200 mL), concentrated, dissolved in warm methanol (50 mL), treated with diethyl ether (300 mL), and filtered. The resulting solid was dried under vacuum (100 mm Hg) at 50° C. with a nitrogen bleed to provide 59.6 g of methyl 2-amino-2-methylpropanoate hydrochloride.

1. temperatureheated to 50° C. for 3 hours
2. temperaturecooled to room temperature
3. concentrationconcentrated
4. dissolutionThe concentrate was dissolved in methanol (200 mL)
5. concentrationconcentrated
6. dissolutiondissolved in warm methanol (50 mL)
7. additiontreated with diethyl ether (300 mL)
8. filtrationfiltered
9. customThe resulting solid was dried under vacuum (100 mm Hg) at 50° C. with a nitrogen

ORD record

ord-7e7d851ccff8494dbbeb0e323a9f38bf

Source dataset

uspto-grants-2002_08

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US06441189B1