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

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).

1. temperaturecooling
2. waitAfter the stirring was continued for an hour under ice-
3. extractionthe reaction mixture was extracted with ethyl acetate (500 ml)
4. customThe ethyl acetate layer was separated
5. washwashed three times with saturated aqueous sodium bicarbonate solution (200 ml and 100 ml×2)
6. dry with materialtwice with saturated aqueous sodium chloride solution (100 ml×2), dried over magnesium sulfate
7. customevaporated to dryness

ORD record

ord-1d7f1583dbcb41998194fa196e226ed6

Source dataset

uspto-grants-1987_09

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US04693742