Ethylene Oxide → Sodium butylglyceryl phosphate

反応式

[P:1]([O-:9])([O-:8])([O:3][CH2:4][CH2:5][CH2:6][CH3:7])=[O:2].[OH-].[Na+:11].C1[O:14][CH:13]1[CH2:15][OH:16].O1C[CH2:18]1>>[P:1]([O-:9])([O-:8])([O:3][CH:4]([CH2:5][CH2:6][CH2:7][CH3:18])[CH:13]([CH2:15][OH:16])[OH:14])=[O:2].[Na+:11].[Na+:11]

参加物

反応物 4

HCID 6354Ethylene Oxide

HCID 11164Glycidol

HCID 14798Sodium Hydroxide

HCID 12691398Butyl phosphate

生成物 1

HCID 86742086Sodium butylglyceryl phosphate収率 81.5%

反応条件

温度: 70 °C

実験手順

20 g (0.13 moles) of monobutyl phosphate having a purity of 99% (AV1=360.6, AV2=721.3) was charged into a reactor, to which 129 ml of 1N sodium hydroxide aqueous solution was added and agitated, followed by heating to 70° C. to make a uniform system. At this moment, the acid value of the reaction system was 46.7. While keeping the reaction system at 70° C., 42.7 g of glycidol (the oxirane value=683.7) was gradually dropped, followed by agitation at the temperature for 6 hours, at which the acid value of the reaction system was approximately zero, revealing that the conversion of phosphoric monoester was almost 100%. The reaction product was isolated from the reaction solution by HPLC and the solvent was distilled off under reduced pressure, thereby obtaining 26.5 g of sodium butylglyceryl phosphate (yield: 81.5%).