Tetrahydrofuran → HCID 25008219, compound

Participants

Reaction Conditions

Reaction Steps

Triethyl 2-phosphonopropionate (458 μl, 2.13 mmol) was added to a suspension of sodium hydride (88 mg, 60% dispersion in mineral oil, 2.2 mmol) in dry THF (6 ml) at 0° C. After 50 minutes at 0° C. the mixture was cooled to −40° C. and (2E,6Z,9Z,12Z,15Z)-octadeca-2,6,9,12,15-pentaenal (500 mg, 1.94 mmol) in THF (1 ml) was added. The mixture was stirred for 60 minutes at −40° C. to −20° C. A saturated aqueous NH4Cl solution of was added and the phases were separated. The aqueous phase was extracted with diethylether. The combined organic phases were washed with brine, water and dried (MgSO4). Evaporation of the solvents under reduced pressure gave the ester 10.

Provenance & Evidence