Iodine → HCID 86602382, Verbindung

HRID 857817Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 857817
II.[C:3]1([CH3:25])[CH:8]=[CH:7][CH:6]=[CH:5][C:4]=1[N:9]([C:17]1[CH:24]=[CH:23][C:20]([CH2:21]O)=[CH:19][CH:18]=1)[C:10]1[CH:15]=[CH:14][CH:13]=[CH:12][C:11]=1[CH3:16].C([O:28][P:29]([O:33][CH2:34][CH3:35])[O:30][CH2:31][CH3:32])C>>[C:3]1([CH3:25])[CH:8]=[CH:7][CH:6]=[CH:5][C:4]=1[N:9]([C:17]1[CH:24]=[CH:23][C:20]([CH2:21][P:29](=[O:28])([O:30][CH2:31][CH3:32])[O:33][CH2:34][CH3:35])=[CH:19][CH:18]=1)[C:10]1[CH:15]=[CH:14][CH:13]=[CH:12][C:11]=1[CH3:16]

Komponenten

4

Edukt 3

HCID 807IodineHCID 31215Triethyl phosphiteHCID 69618705HCID 69618705, Verbindung

Produkt 1

HCID 86602382HCID 86602382, Verbindung

Reaktionsbedingungen

Temperatur
25 °C

Versuchsvorschrift

Iodine (6.6 mmol) was added to a mixture of 4-(N,N-di-tolylamino)-benzyl alcohol (6.6 mmol) and triethylphosphite (10 mL) at 0° C. The reaction was allowed to warm to 25° C. and stirred for two hours. Excess triethylphosphite was distilled away from the reaction under reduced pressure, and the residue was partitioned between ether and water. The organic extracts were dried and concentrated to an oil, which was then purified by column chromatography to yield 1.6 g of diethyl 4-(N,N-di-tolylamino)-benzylphosphonate. The product was a pale, viscous oil. H1 NMR and mass spectra data were consistent with the structure.

Aufarbeitung

  1. distillationExcess triethylphosphite was distilled away from the reaction under reduced pressure
  2. customthe residue was partitioned between ether and water
  3. customThe organic extracts were dried
  4. concentrationconcentrated to an oil, which
  5. customwas then purified by column chromatography

Quellen und Nachweise

ORD-Eintrag
ord-7fb766e2effe46fc88d90c22959bc975
Quelldatensatz
uspto-grants-2006_12
Patentnummer
US07147938B2

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