Triethylamine → n-Methyl-n-(4-chlorobutyl)phosphoramidic dichloride

Temperatur

-40 °C

N-methyl-N-(4-chlorobutyl)amine hydrochloride (2.0 g, 12.73 mmol) was dissolved in 20 mL of anhydrous CH2Cl2 and cooled to −40° C. Phosphorous oxycloride (1.2 mL, 12.73 mmol) was added neat followed by the drop wise addition of triethyl amine (3.6 mL, 25.46 mmol) in 5 mL of CH2Cl2. Warmed reaction to 0° C. and slowly to room temperature. Allowed reaction to stir at room temperature for 6 hours. The reaction mixture was poured over ice, added saturated ammonium chloride and separated layers. Extracted water layer 3× with CH2Cl2, combined organic layers, dried over anhydrous sodium sulfate and concentrated under reduce pressure. Purified by silica gel flash chromatography (3:1 Hex/EtOAc) to yield a clear oil (2.57 g, 85%).

1. temperatureWarmed
2. customreaction to 0° C.
3. customslowly to room temperature
4. customAllowed reaction
5. additionThe reaction mixture was poured over ice
6. customseparated layers
7. dry with materialdried over anhydrous sodium sulfate
8. concentrationconcentrated
9. customPurified by silica gel flash chromatography (3:1 Hex/EtOAc)

ORD-Eintrag

ord-9e5686d6fce34baaa22e5fc2e318bbed

Quelldatensatz

uspto-grants-2005_06

DOI

10.6084/m9.figshare.5104873.v1

Patentnummer

US06903081B2