N,N,N',N'-Tetramethylethylenediamine → HCID 18630059, Verbindung

Temperatur

-78 °C

1.3M s-BuLi in cyclohexane (4.8 mL, 6.2 mmol) was added dropwise to a -78° C. cooled solution of the compound of Example e (1.0 g, 4.7 mmol) and TMEDA (930 μL, 6.2 mmol) in THF (15 mL). The resulting yellow mixture was stirred at -78° C. for 45 min, then was quenched by the dropwise addition of trimethyltin chloride (1.41 g, 7.1 mmol) in THF (5 mL), maintaining the internal reaction temperature ≤-65° C. The resulting green solution was warmed to RT to afford a yellow solution which was diluted with ether and extracted twice with aq 10% HCl, and once with sat aq NaHCO3. The ether solution was dried (MgSO4), concentrated, and purified by HPLC with 1:4 ethyl acetate/hexanes to afford 1.37 g of the title compound, an 81% yield, as a colorless oil.

1. temperaturemaintaining the internal reaction temperature ≤-65° C
2. temperatureThe resulting green solution was warmed to RT
3. customto afford a yellow solution which
4. extractionextracted twice with aq 10% HCl
5. dry with materialThe ether solution was dried (MgSO4)
6. concentrationconcentrated
7. custompurified by HPLC with 1:4 ethyl acetate/hexanes

ORD-Eintrag

ord-0aa593292a3e4a458ab623fa83e7dedb

Quelldatensatz

uspto-grants-2000_10

DOI

10.6084/m9.figshare.5104873.v1

Patentnummer

US06133252