Triethyl phosphite → (3,5-Difluoro-benzyl)-phosphonic acid diethyl ester

HRID 2041835

Reaktionsgleichung

Reaktionsgleichung von HRID 2041835
[F:1][C:2]1[CH:3]=[C:4]([CH:7]=[C:8]([F:10])[CH:9]=1)[CH2:5]Br.[CH2:11]([O:13][P:14]([O:18]CC)[O:15][CH2:16][CH3:17])[CH3:12]>>[F:1][C:2]1[CH:3]=[C:4]([CH:7]=[C:8]([F:10])[CH:9]=1)[CH2:5][P:14](=[O:18])([O:15][CH2:16][CH3:17])[O:13][CH2:11][CH3:12]

Komponenten

3

Edukt 2

HCID 31215Triethyl phosphiteHCID 5188963,5-Difluorobenzyl bromide

Produkt 1

HCID 11219261(3,5-Difluoro-benzyl)-phosphonic acid diethyl ester

Reaktionsbedingungen

Temperatur
135 °C

Versuchsvorschrift

3,5-difluorobenzyl bromide (3.0 mL, 23.2 mmol) was combined with triethylphosphite (9.1 mL, 53.3 mmol) and the mixture heated and stirred at 135° C. overnight. The mixture was put under hi-vacuum and heated to 70° C. for 12 hours. The final product was a clear oil (5.78 g, 94% yield). 1H NMR (400.14 MHz, CDCl3) δ 6.83 (m, 2H), 6.71 (dt, J=9.00, 2.28 Hz), 4.06 (m, 4H), 3.12 (d, J=21.94 Hz, 2H), 1.28 (t, J=7.09 Hz, 6H). 31P{1H} NMR (161.97 MHz, CDCl3): δ 25.22.

Aufarbeitung

  1. temperaturethe mixture heated
  2. temperatureheated to 70° C. for 12 hours

Quellen und Nachweise

ORD-Eintrag
ord-e75abd61a99e4fd0b9e561d54f43090c
Quelldatensatz
uspto-grants-2013_11
Patentnummer
US08586208B2

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