Reaktion #725510

Reaktionsgleichung

magnesium

1-bromo-2-phenylethane

diethyl chlorophosphonite

→

2-Phenylethylphosphonous acid, diethyl ester

Lösungsmittel

ether

ether

ether

Reaktionsbedingungen

Aufarbeitung

1. 1
   workup.ADDITIONadded at a rate that
2. 2
   Temperaturmaintained
3. 3
   Temperaturreflux
4. 4
   Filtrationfiltered under argon
5. 5
   Temperaturcooled to 10° C.
6. 6
   workup.ADDITIONadded slowly
7. 7
   Sonstigenear 10° C
8. 8
   workup.ADDITIONAfter addition
9. 9
   Temperaturthe reaction was refluxed for 1 hour
10. 10
    Filtrationfiltered under argon
11. 11
    workup.DISTILLATIONdistilled at 1 atm
12. 12
    Sonstigeto remove ether
13. 13
    workup.DISTILLATIONVacuum distillation of the residue
14. 14
    Sonstigegave 20.6 g (54%) of the title A compound which
15. 15
    workup.DISTILLATIONdistilled at 94°-96° C./0.55 mm Hg

Vorschrift

A suspension of 4.13 g (0.172 mol) of magnesium in 45 ml of dry ether under argon was treated with a solution of 31.2 g (0.168 mol) of 1-bromo-2-phenylethane (Aldrich) in 90 ml of dry ether, added at a rate that maintained reflux. The reaction was stirred overnight at room temperature under argon, then filtered under argon, cooled to 10° C. and treated with 26.3 g (0.168 mol) of diethyl chlorophosphonite (Aldrich) dissolved in 60 ml of dry ether, added slowly to keep the temperature near 10° C. After addition, the reaction was refluxed for 1 hour, filtered under argon and distilled at 1 atm to remove ether. Vacuum distillation of the residue gave 20.6 g (54%) of the title A compound which distilled at 94°-96° C./0.55 mm Hg. The 1H-NMR and 13C-NMR of this material were both consistent with the assigned structure.

Quelle