Triethyl phosphite → Diethyl 3-Nitrobenzylphosphonate

HRID 1295583Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1295583
[N+:1]([C:4]1[CH:5]=[C:6]([CH:9]=[CH:10][CH:11]=1)[CH2:7]Br)([O-:3])=[O:2].[P:12]([O:19]CC)([O:16][CH2:17][CH3:18])[O:13][CH2:14][CH3:15]>C1(C)C=CC=CC=1>[N+:1]([C:4]1[CH:5]=[C:6]([CH:9]=[CH:10][CH:11]=1)[CH2:7][P:12](=[O:19])([O:16][CH2:17][CH3:18])[O:13][CH2:14][CH3:15])([O-:3])=[O:2]

Komponenten

4

Edukt 2

HCID 31215Triethyl phosphiteHCID 77568Benzene, 1-(bromomethyl)-3-nitro-

Produkt 1

HCID 13675396Diethyl 3-NitrobenzylphosphonateAusbeute 68 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 1140TolueneLösungsmittel

Versuchsvorschrift

A mixture of 3-nitrobenzyl bromide (17.3 g, 0.08 mol), triethyl phosphite (13.3 g, 0.08 mol) in toluene (200 mL) was stirred at reflux for 24 h. The reaction mixture was cooled and evaporated in vacuo. Chromatography of the residues on SiO2 eluting from 0–100% ethyl acetate in petroleum ether (60–80° C.) gave the title compound (14.8 g, 68%) as a yellow liquid.

Aufarbeitung

  1. temperatureat reflux for 24 h
  2. temperatureThe reaction mixture was cooled
  3. customevaporated in vacuo

Quellen und Nachweise

ORD-Eintrag
ord-0889e9f234de4bcb8da5c6f93585c8f8
Quelldatensatz
uspto-grants-2007_07
Patentnummer
US07244726B2

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