Iodoethane → L-Leucine ethyl ester

Temperatur

55 °C

Sodium hydride (60% dispersion in oil: 4.5 g, 0.11 mol) was added to a stirred solution of L-leucinol (12.8 ml, 0.10 mol) in a mixture of dry acetonitrile (24 ml) and dry THF (200 ml) at room temperature under argon. The mixture was heated at reflux for 2 h, cooled to 55° C. and ethyl iodide (8.2 ml, 0.10 mol) added carefully. 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 L-leucinyl ethyl ether (4.5 g, 30%) 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-Eintrag

ord-6635aedfe12c4d638e1cfe8b2776b2c9

Quelldatensatz

uspto-grants-1996_10

DOI

10.6084/m9.figshare.5104873.v1

Patentnummer

US05563151