Diethyl Ether → HCID 53924627, compound

Participants

Reaction Conditions

Reaction Steps

N',N'-Dipropenylaminocarbonyl chloride (5.6 g; 0.035 mol.) was added to a mixture of ethyl-N-diphenoxyphosphinylmethylglycine (8.4 g; 0.026 mol.) and 1,5-diazabicyclo[5.4.0]undec-5-ene (5.47 g; 0.036 mol.) in 50 ml. of tetrahydrofuran. The reaction mixture was stirred at 26° C. under a nitrogen atmosphere for 64 hours. The reaction mixture was concentrated in vacuo and the resulting residue was diluted with chloroform. The chloroform solution was washed with water, dried over magnesium sulfate and concentrated in vacuo to yield a crude product. The crude product was chromatographically purified employing a silica gel column and a 1:1 mixture (by volume) of cyclohexane:ethylacetate as the eluent to yield an impure product which was then dissolved in ether. The ether solution was washed with a 2% sodium hydroxide solution, water, dried over magnesium sulfate and concentrated in vacuo to yield ethyl-N-[N',N'-dipropenylaminocarbonyl]-N-diphenoxyphosphinylmethylglycinate (2.2 g; 19.3%) represented by the formula ##STR14## as an oil having the following analysis:

Provenance & Evidence