Hydrochloric Acid → ETHYL 2-ACETOXY-2-(DIETHOXYPHOSPHORYL)ACETATE

Temperatur

0 °C

Ethyl 2-oxoacetate (50%) (74 g, 724.8 mmol, 1.0 eq.) was added dropwise with stirring at 0° C. to a solution of diethyl hydrogen phosphite (50 g, 362.1 mmol, 1.0 eq.) in toluene (100 mL), under nitrogen. Et3N (110 g, 1.1 mol, 3.0 eq.) was added dropwise with stirring at 0° C. The resulting solution was stirred for 1 hour at room temperature. To the mixture was added acetic anhydride (37 g, 362.4 mmol, 1.0 eq.) dropwise with stirring at 0° C. The resulting solution was stirred overnight at room temperature. The pH value of the solution was adjusted to 6 with 2N HCl. The resulting solution was extracted with DCM (3×150 mL) and the organic layers were combined, dried over Na2SO4, and concentrated under vacuum. The residue was loaded onto a silica gel column with EtOAc:hexanes (1:2˜1:5) to yield the title compound (52 g) as a light yellow liquid.

1. stirringThe resulting solution was stirred for 1 hour at room temperature
2. stirringwith stirring at 0° C
3. stirringThe resulting solution was stirred overnight at room temperature
4. extractionThe resulting solution was extracted with DCM (3×150 mL)
5. dry with materialdried over Na2SO4
6. concentrationconcentrated under vacuum

ORD-Eintrag

ord-08489840de5a43bc9cedf30a80b9b792

Quelldatensatz

uspto-grants-2013_11

DOI

10.6084/m9.figshare.5104873.v1

Patentnummer

US08586536B2