Propylene Oxide → 10-(2-Hydroxypropyl)-1,4,7,10-tetraazacyclododecane-1,4,7-triacetic acid

Beteiligte Stoffe

Rolle	Name	HCID	Einwaage
Edukt	Propylene Oxide	HCID 6378	—
Edukt	Sodium Hydroxide	HCID 14798	—
Edukt	1,4,7-Tris(carboxymethyl)-1,4,7,10-tetraazacyclododecane	HCID 107830	—
Lösungsmittel	Water	HCID 962	—
Produkt	10-(2-Hydroxypropyl)-1,4,7,10-tetraazacyclododecane-1,4,7-triacetic acid	HCID 60715	96%

Reaktionsschritte

To a solution of 194.0 g (0.56 mol) of 15 in 450 mL of water is added sufficient NaOH to adjust the pH to 12.0 to 12.5 (the temperature is maintained below 30° C. during the addition). Propylene oxide (65 g, 1.12 mols) is added to the basic solution. After 6 hours at ambient temperature the excess propylene oxide and solvent is removed under reduced pressure. The product is precipitated from a minimal amount of methanol to afford 16 in 96% yield.

Herkunft & Nachweise

DOI	10.6084/m9.figshare.5104873.v1
Patentnummer	US05677446
Quelldatensatz	uspto-grants-1997_10
ORD ID	ord-1dee1909b2904c0d9f99e48353414ef1
Quellennotiz	uspto-grants-1997_10