Hydrochloric Acid → Diethyl 2-hydroxyethoxymethanephosphonate
Reaction equation
Cl.C([O:5][CH2:6][CH2:7][O:8][CH2:9][P:10]([O:15][CH2:16][CH3:17])([O:12][CH2:13][CH3:14])=[O:11])(=O)C>C(O)C>[CH2:16]([O:15][P:10]([CH2:9][O:8][CH2:7][CH2:6][OH:5])([O:12][CH2:13][CH3:14])=[O:11])[CH3:17]Participants
4
Reactant 2
Product 1
Reagents, catalysts & solvents 1
Conditions
- Temperature
- 55 °C
Procedure
15 mL of concentrated hydrochloric acid was added in one portion to a solution of 1-acetoxy-2-(diethylphosphonomethoxy)ethane (76.5 g, 300 mmol) in 600 mL of absolute ethanol and the resulting mixture was heated at 55° C. for 12 hours. The reaction mixture was then cooled to room temperature and concentrated in vacuo. The resulting clear liquid could be used without purification or purified by distillation (1.5 mmHg, 128°-132° C.) to give 52.1 g (82%) of 2-diethylphosphonomethoxy-1-ethanol.
Workup
- temperatureThe reaction mixture was then cooled to room temperature
- concentrationconcentrated in vacuo
- customThe resulting clear liquid could be used without purification
- distillationpurified by distillation (1.5 mmHg, 128°-132° C.)
Sources & evidence
- ORD record
- ord-218dfac2616a43faaafab304d9d7f0a5
- Source dataset
- uspto-grants-1998_12
- Patent number
- US05854228
Reaction notes
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