Β-溴乙基磷酰二氯

反应条件: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.

实验步骤: In 23 ml of benzene are dissolved 4.0 g (13.27 mM) of 3-(N-tridecylcarbamoyloxy)propanol prepared from 9.12 g of myristic acid as in Example 18 and 4.82 g (19.90 mM) of 2-bromoethyl phosphorodichloridate. To the solution is added dropwise 1.57 g (19.90 mM) of pyridine, and the mixture is stirred at room temperature. As in Example 20, the reaction mixture is hydrolyzed, converted to a quaternary ammonium compound, dehalogenated and purified by silica gel chromatography to give the contemplated compound as colorless solid. Yield 3.5 g. purified by silica gel chromatography

反应条件: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.

实验步骤: Dihydrophytol (0.60 g) and bromoethyl phosphorodichloridate (0.83 g) were dissolved in dry benzene (10 ml). To the solution was added dropwise dry pyridine (0.2 ml) under stirring. The mixture was stirred at room temperature for three hours, then cooled with ice, to which was added 2 ml of water. The mixture was again stirred vigorously at room temperature for two hours. The solvent was evaporated off, and the residue was dissolved in ether. The ether solution was washed with water, and then concentrated to dryness. The residue was dissolved in toluene (10 ml) containing trimethylamine (2 g), and the solution was left standing for five days. The reaction solution was concentrated under reduced pressure. The residue was subjected to a silica-gel chromatography (eluent, methanol) to yield 0.404 g (43%) of the object compound as colorless solid matter. The mixture was stirred at room temperature for three hours cooled with ice, to which The mixture was again stirred vigorously at room temperature for two hours The solvent was evaporated off the residue was dissolved in ether The ether solution was washed with water concentrated to dryness The residue was dissolved in toluene (10 ml) containing trimethylamine (2 g) the solution was left The reaction solution was concentrated under reduced pressure

反应条件: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.

实验步骤: In benzene were dissolved 4.0 g of 2-[(Z)-9-octadecen-1-yl)oxyethanol and 4.6 g of 2-bromoethyl phosphorodichloridate, and following dropwise addition of 1.5 g of pyridine under ice-cooling, the mixture was stirred at room temperature. The reaction mixture was treated by the procedure of Production Example 1 including hydrolysis, quaternization, purification by silica gel column chromatography and recrystallization from chloroform-acetone to give 0.52 g (9%) of the desired product. cooling

反应条件: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.

实验步骤: In benzene were dissolved 3.8 g of 2-n-tridecyloxyethanol and 5.7 g of 2-bromoethyl phosphorodichloridate, and following dropwise addition of 1.85 g of pyridine under ice-cooling, the mixture was stirred at room temperature. The reaction mixture was treated by the procedure of Production Example 1 including hydrolysis, quaternization, dehalogenation, purification by silica gel column chromatography and recrystallization from chloroform-acetone to give 2.2 g (34%) of the desired product. It was hygroscopic. cooling

反应条件: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.

实验步骤: In 23 ml of benzene are dissolved 4.0 g (13.27 mM) of 3-(N-tridecylcarbamoyloxy)propanol prepared from 9.12 g of myristic acid as in Example 18 and 4.82 g (19.90 mM) of 2-bromoethyl phosphorodichloridate. To the solution is added dropwise 1.57 g (19.90 mM) of pyridine, and the mixture is stirred at room temperature. As in Example 20, the reaction mixture is hydrolyzed, converted to a quaternary ammonium compound, dehalogenated and purified by silica gel chromatography to give the contemplated compound as colorless solid. Yield 3.5 g. purified by silica gel chromatography

反应条件: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.

实验步骤: In 23 ml of benzene are dissolved 4.0 g (13.27 mM) of 3-(N-tridecylcarbamoyloxy)propanol prepared from 9.12 g of myristic acid as in Example 18 and 4.82 g (19.90 mM) of 2-bromoethyl phosphorodichloridate. To the solution is added dropwise 1.57 g (19.90 mM) of pyridine, and the mixture is stirred at room temperature. As in Example 20, the reaction mixture is hydrolyzed, converted to a quaternary ammonium compound, dehalogenated and purified by silica gel chromatography to give the contemplated compound as colorless solid. Yield 3.5 g. purified by silica gel chromatography