反応 #1904028

反応方程式

Carbomethoxymethylenetriphenylphosphorane

dimethyl 3-oxoglutarate

→

3-(methoxycarbonylmethylene)glutaric acid dimethylester

収率 77.4%

溶媒

toluene

反応条件

後処理

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

実験手順

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%).

出典