Sodium hydroxide ethanol → Sodium octadecenyl glycidyl phosphate
Reaction equation
[P:1]([O-:28])([O:22][CH2:23][CH:24]([OH:27])[CH2:25]Cl)([O:3][CH:4]=[CH:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][CH2:19][CH2:20][CH3:21])=[O:2].[Na+:29].C(O)C.[OH-].[Na+]>C(O)C>[P:1]([O-:28])([O:22][CH2:23][CH:24]1[O:27][CH2:25]1)([O:3][CH:4]=[CH:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][CH2:19][CH2:20][CH3:21])=[O:2].[Na+:29]Participants
Reactant 2
Product 1
Reagents, catalysts & solvents 1
Conditions
- Temperature
- 70 °C
Procedure
50 g (0.11 mol) of sodium octadecenyl 2-hydroxy-3-chloropropyl phosphate was charged into a reactor, to which 1000 ml of ethanol was added, followed by agitation and heating to 70° C. to obtain a uniform mixture. Thereafter, the reaction system was cooled down to 30° C., to which was gradually added 60.0 g (0.11 mol) of a 0.0018 mol/g sodium hydroxide ethanol solution, followed by agitation for 4 hours while keeping the temperature. The HPLC analysis revealed the disappearance of a peak of the starting material with a peak for the resultant new product appearing. The resultant NaCl precipitate was removed by filtration and the ethanol was distilled off under reduced pressure to obtain 46 g (yield: 100%) of sodium octadecenyl glycidyl phosphate.
Workup
- additionwas added
- customto obtain a uniform mixture
- temperatureThereafter, the reaction system was cooled down to 30° C., to which
- customThe resultant NaCl precipitate was removed by filtration
- distillationthe ethanol was distilled off under reduced pressure
Sources & evidence
- ORD record
- ord-e7c69ca343544745b469cd67029bbebb
- Source dataset
- uspto-grants-1989_07
- Patent number
- US04845239
Reaction notes
Loading…