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Hydrogen Bromide → Phosphonic acid, (3-bromo-2-hydroxypropyl)-, diethyl ester

HRID 2309151
Notizen
Druckvorschau

Reaktionsgleichung

Reaktionsgleichung von HRID 2309151
[BrH:1].[O:2]1[CH2:13][CH:3]1[CH2:4][P:5](=[O:12])([O:9][CH2:10][CH3:11])[O:6][CH2:7][CH3:8]>>[Br:1][CH2:13][CH:3]([OH:2])[CH2:4][P:5](=[O:12])([O:9][CH2:10][CH3:11])[O:6][CH2:7][CH3:8]
KomponentenVersuchsvorschriftAufarbeitungQuellen und NachweiseNotizen zur Reaktion

Komponenten

3

Edukt 2

HCID 260Hydrogen BromideHCID 98446Diethyl 2,3-epoxypropylphosphonate

Produkt 1

HCID 10934659Phosphonic acid, (3-bromo-2-hydroxypropyl)-, diethyl esterAusbeute 86,1 %

Versuchsvorschrift

47% aqueous hydrobromic acid (82.8 g) was added dropwise to diethyl 2,3-epoxypropylphosphonate (77.6 g) under ice-cooling and with stirring over a five minute interval. After the stirring was continued for an hour under ice-cooling and for 3 hours at ambient temperature, the reaction mixture was extracted with ethyl acetate (500 ml). The ethyl acetate layer was separated, washed three times with saturated aqueous sodium bicarbonate solution (200 ml and 100 ml×2) and twice with saturated aqueous sodium chloride solution (100 ml×2), dried over magnesium sulfate and evaporated to dryness to give oily diethyl 3-bromo-2-hydroxypropylphosphonate (94.7 g).

Aufarbeitung

temperature
cooling
  • waitAfter the stirring was continued for an hour under ice-
  • extractionthe reaction mixture was extracted with ethyl acetate (500 ml)
  • customThe ethyl acetate layer was separated
  • washwashed three times with saturated aqueous sodium bicarbonate solution (200 ml and 100 ml×2)
  • dry with materialtwice with saturated aqueous sodium chloride solution (100 ml×2), dried over magnesium sulfate
  • customevaporated to dryness
  • Quellen und Nachweise

    ORD-Eintrag
    ord-1d7f1583dbcb41998194fa196e226ed6
    Quelldatensatz
    uspto-grants-1987_09
    DOI
    10.6084/m9.figshare.5104873.v1
    Patentnummer
    US04693742

    Notizen zur Reaktion

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