Diethyl (2-oxopropyl)phosphonate

Preparation

The synthesis steps of Diethyl (2-oxopropyl)phosphonate are as follows: S1. Add 5 kg of triethyl phosphite and 2 kg of chloroacetone to a reaction vessel, reflux at 120°C for 7 hours, and distill off excess triethyl phosphite to obtain the phosphate salt; S2. Add the phosphate salt obtained in step S1 to the reaction vessel, dissolve it in 15 L of tetrahydrofuran, cool to 0°C, and add 1.3 kg of 60% sodium hydride in batches, stirring for 30 minutes to obtain Diethyl (2-oxopropyl)phosphonate.

Chemical Properties

CLEAR COLORLESS TO LIGHT YELLOW LIQUID

Uses

Diethyl (2-Oxopropyl)phosphonate, is used in the preparation of enantipure acetoxyalkanephosphonates thru dynamic enzymic kinetic resolution alpha- and beta-hydroxalkanephosphonates.

Synthesis Reference(s)

Tetrahedron, 34, p. 649, 1978 DOI: 10.1016/0040-4020(78)88099-5
Tetrahedron Letters, 17, p. 2829, 1976 DOI: 10.1016/S0040-4039(01)85513-1

reaction suitability

reaction type: C-C Bond Formation