Triethyl phosphite → Diethyl [(2-iodophenyl)methyl]phosphonate

HRID 2354113Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 2354113
[P:1]([O:8][CH2:9][CH3:10])([O:5][CH2:6][CH3:7])[O:2]CC.[I:11][C:12]1[CH:19]=[CH:18][CH:17]=[CH:16][C:13]=1[CH2:14]Cl>C1(C)C(C)=CC=CC=1>[CH2:9]([O:8][P:1]([CH2:14][C:13]1[CH:16]=[CH:17][CH:18]=[CH:19][C:12]=1[I:11])(=[O:2])[O:5][CH2:6][CH3:7])[CH3:10]

Komponenten

4

Edukt 2

HCID 31215Triethyl phosphiteHCID 1010641-(Chloromethyl)-2-iodobenzene

Produkt 1

HCID 15166404Diethyl [(2-iodophenyl)methyl]phosphonate

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 7237O-XyleneLösungsmittel

Versuchsvorschrift

Triethyl phosphite (ca 66.6 ml; 94% pure; ca. 396.8 mmol) and 2-iodobenzyl chloride 1 (100 g, 400 mmol; melted prior to use) were mixed with xylene (65 ml) in a 250 ml roundbottomed flask. The clear solution was heated to reflux while stirring for 24 hours. The reaction was followed by GC and 1H-NMR (CDCl3). The disappearing proton resonance of 2H, s, CH2I at 4.73 ppm and the new 2H, d, CH2PO(OEt)2 at 3.47 ppm were indicative for the progress of the reaction.

Aufarbeitung

  1. temperatureThe clear solution was heated
  2. temperatureto reflux
  3. customCH2PO(OEt)2 at 3.47 ppm were indicative for the progress of the reaction

Quellen und Nachweise

ORD-Eintrag
ord-e5eb978ec21542fd91da472ca3adea93
Quelldatensatz
uspto-grants-2010_07
Patentnummer
US07750167B2

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