반응 #1904028

반응 방정식

Carbomethoxymethylenetriphenylphosphorane

dimethyl 3-oxoglutarate

→

3-(methoxycarbonylmethylene)glutaric acid dimethylester

수율 77.4%

용매

toluene

반응 조건

후처리

1. 1
   농축The reaction was then concentrated in vacuo
2. 2
   기타the oily residue triturated with 40/60 petrol ether/diethylether 1:1, 600 ml
3. 3
   기타Triphenylphosphine oxide precipitated out
4. 4
   여과the supernatant liquid was decanted/filtered off
5. 5
   기타The residue on evaporation in vacuo
6. 6
   workup.DISTILLATIONdistilled under high vacuum Bpt (oven temperature 180-200° C. at 0.2 torr)

실험 절차

Carbomethoxymethylenetriphenylphosphorane (167 g, 0.5 mol) in toluene (600 ml) was treated with dimethyl 3-oxoglutarate (87 g, 0.5 mol) and the reaction heated to 100° C. on an oil bath at 120° C. under an atmosphere of nitrogen for 36 h. The reaction was then concentrated in vacuo and the oily residue triturated with 40/60 petrol ether/diethylether 1:1, 600 ml. Triphenylphosphine oxide precipitated out and the supernatant liquid was decanted/filtered off. The residue on evaporation in vacuo was Kugelrohr distilled under high vacuum Bpt (oven temperature 180-200° C. at 0.2 torr) to give 3-(methoxycarbonylmethylene)glutaric acid dimethylester (89.08 g, 53%).

출처