Chlorotrimethylsilane → 2-Butyrylaminobutyric acid

Temperatur

0 °C

25.78 g of 2-aminobutyric acid (250 mmol) and 55.66 g (550 mmol) of triethylamine are dissolved in 250 ml of dichloromethane, and the solution is cooled to 0° C. 59.75 g (550 mmol) of trimethylsilyl chloride are added dropwise, and the solution is stirred at room temperature for 1 hour and at 40° C. for one hour. After cooling to −10° C., 26.64 g (250 mmol) of butyryl chloride are added dropwise, and the resulting mixture is stirred at −10° C. for 2 hours and at room temperature for one hour. With ice-cooling, 125 ml of water are added dropwise, and the reaction mixture is stirred at room temperature for 15 minutes. Aqueous sodium hydroxide solution is added to the organic phase, and the organic solvent is removed under reduced pressure. The residue is acidified and the precipitated solid is triturated once with water and twice with petroleum ether and dried under reduced pressure at 45° C. 29.1 g (67%) of a colorless solid.

1. temperatureAfter cooling to −10° C.
2. stirringthe resulting mixture is stirred at −10° C. for 2 hours and at room temperature for one hour
3. temperatureWith ice-cooling
4. stirringthe reaction mixture is stirred at room temperature for 15 minutes
5. customthe organic solvent is removed under reduced pressure
6. customthe precipitated solid is triturated once with water and twice with petroleum ether
7. customdried under reduced pressure at 45° C

ORD-Eintrag

ord-46b5a06419784ab4aa0ab701d258a09a

Quelldatensatz

uspto-grants-2006_08

DOI

10.6084/m9.figshare.5104873.v1

Patentnummer

US07098207B2