反応 #57406

反応方程式

water

2,2-Dimethyl-1-(2-naphthyl)-1,3-propanediol

triethylamine

Phosphorus oxychloride

→

title compound

収率 82.1%

2-Chloro-5,5-dimethyl-4-(2-naphthyl)-1,3,2-dioxaphosphorinane 2-oxide

収率 82.1%

溶媒

dichloromethane

dichloromethane

反応条件

後処理

1. 1
   workup.ADDITIONwas added dropwise to the above solution
2. 2
   workup.STIRRINGThe solution was stirred at the same temperature for 1 hr
3. 3
   その他to partition the solution
4. 4
   洗浄The organic layer was washed with saturated brine
5. 5
   乾燥dried over anhydrous sodium sulfate
6. 6
   濃縮concentrated under reduced pressure
7. 7
   workup.ADDITIONTo the obtained dark brown oil was added ether (50 ml)
8. 8
   workup.STIRRINGthe mixture was stirred thoroughly
9. 9
   workup.WAITleft at room temperature overnight
10. 10
    ろ過filtered
11. 11
    洗浄washed with ether
12. 12
    その他dried

実験手順

2,2-Dimethyl-1-(2-naphthyl)-1,3-propanediol (34.86 g, (0.151 mol) and triethylamine (42.9 g, 0.424 mol) were dissolved in dichloromethane (200 ml). Phosphorus oxychloride (24.3 g, 0.158 mol) dissolved in dichloromethane (50 ml) was added dropwise to the above solution under cooling to 1 to 4° C. with stirring for 1 hr 40 min. The solution was stirred at the same temperature for 1 hr, and water (60 ml) was added thereto to partition the solution. The organic layer was washed with saturated brine, dried over anhydrous sodium sulfate and concentrated under reduced pressure. To the obtained dark brown oil was added ether (50 ml) and the mixture was stirred thoroughly and left at room temperature overnight. The solidified reaction product was pulverized, filtered, washed with ether and dried to give the title compound (38.62 g, yield 82.1%).

出典