Reaktion #57406

Reaktionsgleichung

water

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

triethylamine

Phosphorus oxychloride

→

title compound

Ausbeute 82.1%

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

Ausbeute 82.1%

Lösungsmittel

dichloromethane

dichloromethane

Reaktionsbedingungen

Aufarbeitung

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
   Sonstigeto partition the solution
4. 4
   WaschenThe organic layer was washed with saturated brine
5. 5
   Trocknendried over anhydrous sodium sulfate
6. 6
   Einengenconcentrated 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
    Filtrationfiltered
11. 11
    Waschenwashed with ether
12. 12
    Sonstigedried

Vorschrift

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%).

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