Methyl iodide → HCID 13140128, compound

Temperature

55 °C

Sodium hydride (60% dispersion in oil: 9.39 g, 0.24 mol) was added to a stirred solution of L-leucinol (25 ml, 0.20 mol) in a mixture of dry acetonitrile (12 ml) and dry THF (60 ml) at room temperature under argon. The mixture was heated at reflux for 2 h, cooled to 55° C. and methyl iodide (12.8 ml, 2.1 mol) carefully added. The reaction mixture was heated at reflux overnight and allowed to cool to room temperature. Ice cold brine (100 ml) was added carefully and the mixture extracted with ethyl acetate (3×100 ml). The combined organic extracts were dried over anhydrous sodium sulphate, filtered and evaporated. The residue was distilled under reduced pressure to give (S)-1-isobutyl-2-methoxyethylamine as a colourless oil which was used directly in the next step.

1. temperatureThe mixture was heated
2. temperatureat reflux for 2 h
3. temperatureThe reaction mixture was heated
4. temperatureat reflux overnight
5. temperatureto cool to room temperature
6. extractionthe mixture extracted with ethyl acetate (3×100 ml)
7. dry with materialThe combined organic extracts were dried over anhydrous sodium sulphate
8. filtrationfiltered
9. customevaporated
10. distillationThe residue was distilled under reduced pressure

ORD record

ord-ef7c01a8ae664b279c78a9fcaaf64f0e

Source dataset

uspto-grants-1993_01

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US05180723