1-Bromomethyl-2,6-dichlorobenzene → Phosphonic acid, [(2,6-dichlorophenyl)methyl]-, diethyl ester

HRID 1862154Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1862154
[Cl:1][C:2]1[CH:9]=[CH:8][CH:7]=[C:6]([Cl:10])[C:3]=1[CH2:4]Br.[P:11]([O:18]CC)([O:15][CH2:16][CH3:17])[O:12][CH2:13][CH3:14]>>[CH2:13]([O:12][P:11]([CH2:4][C:3]1[C:2]([Cl:1])=[CH:9][CH:8]=[CH:7][C:6]=1[Cl:10])(=[O:18])[O:15][CH2:16][CH3:17])[CH3:14]

Komponenten

3

Edukt 2

HCID 301591-Bromomethyl-2,6-dichlorobenzeneHCID 31215Triethyl phosphite

Produkt 1

HCID 2795329Phosphonic acid, [(2,6-dichlorophenyl)methyl]-, diethyl ester

Reaktionsbedingungen

Temperatur
150 °C

Versuchsvorschrift

2,6-Dichlorobenzyl bromide (1.20 g, 5 mmol) was mixed with triethyl phosphite (1.66 g, 10 mmol) and heated at 150° C. for 2 h. The resulting mixture was then distilled at 160° C. under reduced pressure (10 mm Hg) to remove the excess triethyl phosphite. (2,6-Dichloro-benzyl)-phosphonic acid diethyl ester was obtained as a colorless liquid (1.46g, 100%). 1H NMR (300 MHz, CDCl3) δ 7.33-7.28 (m, 2H), 7.15-7.07 (m, 1H), 4.14-4.02 (m, 4H), 3.60 (d, 2H, J=22.4 Hz), 1.27 (t, 6H, J=7.0 Hz).

Aufarbeitung

  1. distillationThe resulting mixture was then distilled at 160° C. under reduced pressure (10 mm Hg)
  2. customto remove the excess triethyl phosphite

Quellen und Nachweise

ORD-Eintrag
ord-2196648815f84621bec7cdae3b4d7279
Quelldatensatz
uspto-grants-2003_03
Patentnummer
US06534524B1

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