Réaction #55324

Équation de réaction

1,2-bis(o-anisylphenylphosphinyl) ethane

1,2-bis(o-anisylphenylphosphinyl) ethane

triethylamine

benzene

trichlorosilane

→

1,2-bis(o-anisylphenylphosphino) ethane

Solvants

methanol

acetonitrile

Conditions de réaction

Traitement

1. 1
   Températureby refluxing 16.5 g
2. 2
   Températurethe mixture refluxed 1.5 hours
3. 3
   AutreQuenching in 30% sodium hydroxide solution
4. 4
   Autreby separating
5. 5
   Autreevaporating the organic layer
6. 6
   Autregave 1.4 g
7. 7
   AutreFurther crystallization from hot methanol

Mode opératoire

Reduction of 1,2-bis(o-anisylphenylphosphinyl) ethane was accomplished by refluxing 16.5 g. (0.12 mole) trichlorosilane and 12.2 g. (0.12 mole) triethylamine in 188 ml. of dry benzene for one hour. Then 3.0 g. (0.012 mole) of 1,2-bis(o-anisylphenylphosphinyl) ethane in 75 ml. of dry acetonitrile was added and the mixture refluxed 1.5 hours. Quenching in 30% sodium hydroxide solution followed by separating and evaporating the organic layer gave 1.4 g. of crude crystals which were insoluble in cold methanol. Further crystallization from hot methanol gave 1,2-bis(o-anisylphenylphosphino) ethane, m.p. 102°-104° C., [α]D20 -83.4° (C=0.5 in CHCl3). The mass spectra gave a very strong parent peak at 458 and the nmr confirmed the structure.

Source