Methyl iodide → HCID 85817054, Verbindung

HRID 48922Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 48922
[CH3:1][N:2]([CH3:13])[CH2:3][C:4]1[CH:9]=[CH:8][C:7]([O:10][CH3:11])=[C:6]([OH:12])[CH:5]=1.[CH3:14][I:15]>O1CCOCC1>[I-:15].[CH3:13][N+:2]([CH3:14])([CH3:1])[CH2:3][C:4]1[CH:9]=[CH:8][C:7]([O:10][CH3:11])=[C:6]([OH:12])[CH:5]=1

Komponenten

4

Edukt 2

HCID 6328Methyl iodideHCID 13434502Dimethyl(3-hydroxy-4-methoxybenzyl)amine

Produkt 1

HCID 85817054HCID 85817054, VerbindungAusbeute 81 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 312751,4-DioxaneLösungsmittel

Versuchsvorschrift

To a dioxane solution (250 ml) of the dimethyl(3-hydroxy-4-methoxybenzyl)amine thus obtained (16 g, 88.5 mmol) was added methyl iodide (8.26 ml, 132 mmol) and the resulting mixture was refluxed for 4 h. The solid formed was filtered and washed with dioxane to yield 23 g (81%) of the trimethyl(3-hydroxy-4-methoxybenzyl) ammonium iodide salt. This latter was suspended in 100 ml xylene, triethyl phosphite (18 ml, 107 mmol) was added and the resulting mixture was refluxed for 16 h. The solid formed was filtered and the solvent and excess of phosphite were evaporated under vacuum to give after short path distillation diethyl (3-hydroxy-4-methoxybenzyl)phosphonate as a viscous oil (4 g, 10%).

Aufarbeitung

  1. temperaturethe resulting mixture was refluxed for 4 h
  2. customThe solid formed
  3. filtrationwas filtered
  4. washwashed with dioxane

Quellen und Nachweise

ORD-Eintrag
ord-57b5a3c0bde84ebdb42b726e30e516f4
Quelldatensatz
uspto-grants-2004_03
Patentnummer
US06706698B2

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