반응 #95548

반응 방정식

potassium bicarbonate

1,3-bis(dimethylphosphono)propan-2-one

dodecan-1,12-dial

→

15-(dimethyphosphono)-pentadec-12-en-14-on-1-al

용매

water

t-butanol

반응 조건

후처리

1. 1
   workup.ADDITIONwas added
2. 2
   추출the mixture was extracted with ether
3. 3
   기타The organic layer was separated
4. 4
   세척washed with brine
5. 5
   건조dried over sodium sulphate
6. 6
   기타evaporated
7. 7
   기타The residue was chromatographed on 150 g of silica gel
8. 8
   세척Hexane-ethyl acetate 1:1 eluted 2.68 g of unreacted dodecan-1,12-dial and ether
9. 9
   세척eluted
10. 10
    기타4.38 g (42%, resp. 75% when based on recovered dial) of the title compound as a viscous oil

실험 절차

A solution of 5 g of potassium bicarbonate in 150 ml of water was added to a mixture of 8.22 g (30 mMole) of 1,3-bis(dimethylphosphono)propan-2-one and 5.94 g (80 mMole) of dodecan-1,12-dial in 150 ml of t-butanol. After 21/2 h stirring at 27° under nitrogen water was added and the mixture was extracted with ether. The organic layer was separated, washed with brine, dried over sodium sulphate and evaporated. The residue was chromatographed on 150 g of silica gel. Hexane-ethyl acetate 1:1 eluted 2.68 g of unreacted dodecan-1,12-dial and ether eluted 4.38 g (42%, resp. 75% when based on recovered dial) of the title compound as a viscous oil.

출처