Reaktion #73913

ord-86a7fd1f597e4bcc9be765c5275b9823

Reaktionsgleichung

O=C1c2ccccc2C(=O)N1CCBr
2-(2-bromoethyl)isoindoline-1,3-dione
CCOP(OCC)OCC
triethyl phosphite
CCOP(=O)(CCN1C(=O)c2ccccc2C1=O)OCC
diethyl 2-(1,3-dioxoisoindolin-2-yl)ethylphosphonate

Reaktionsbedingungen

Temperatur
130°CELSIUS
Detaillierte Bedingungen
See reaction.notes.procedure_details.

Aufarbeitung

  1. 1
    SonstigeInto a 50-mL round-bottom flask purged
  2. 2
    Temperaturmaintained with an inert atmosphere of nitrogen
  3. 3
    EinengenThe resulting mixture was concentrated under vacuum
  4. 4
    SonstigeThe crude product was re-crystallized from ether:n-hexane (1:2)
  5. 5
    SonstigeThis resulted in 5 g (48%) of diethyl 2-(1,3-dioxoisoindolin-2-yl)ethylphosphonate as a white solid

Vorschrift

Into a 50-mL round-bottom flask purged and maintained with an inert atmosphere of nitrogen, was placed 2-(2-bromoethyl)isoindoline-1,3-dione (8 g, 31.50 mmol, 1.00 equiv) and triethyl phosphite (6.2 g, 37.35 mmol, 1.19 equiv). The resulting solution was stirred for 18 h at 130° C. The resulting mixture was concentrated under vacuum. The crude product was re-crystallized from ether:n-hexane (1:2). This resulted in 5 g (48%) of diethyl 2-(1,3-dioxoisoindolin-2-yl)ethylphosphonate as a white solid.

Quelle

DOI: 10.6084/m9.figshare.5104873.v1Patent: US08541448B2uspto-grants-2013_09