반응 #1951060

반응 방정식

Bromomethyl-cyclopropane

triisopropyl phosphite

→

cyclopropylmethyl-phosphonic acid diisopropyl ester

수율 94.3%

용매

ethyl acetate

반응 조건

후처리

1. 1
   온도heated
2. 2
   온도to cool to ambient temperature
3. 3
   세척The solution was washed with saturated sodium bicarbonate (350 mL)
4. 4
   건조The organic phase was dried with magnesium sulfate
5. 5
   여과filtered
6. 6
   농축concentrated by rotary evaporation

실험 절차

Bromomethyl-cyclopropane (26.00 g, 0.193 mol) was added to triisopropyl phosphite (35.9 mL, 0.30 mol) at ambient temperature, under a nitrogen atmosphere. The resulting solution was stirred and heated at reflux (144° C. bath temperature) overnight. The reaction mixture was allowed to cool to ambient temperature and then ethyl acetate (350 mL) was added. The solution was washed with saturated sodium bicarbonate (350 mL) and then with saturated brine (2×350 mL). The organic phase was dried with magnesium sulfate, filtered, and concentrated by rotary evaporation and then under high vacuum to yield 39.96 g of cyclopropylmethyl-phosphonic acid diisopropyl ester (0.182 mol, 94% yield) as a colorless oil. 1H NMR (400 MHz, DMSO) δ 4.63-4.54 (m, 2H); 1.67-1.60 (d of d, 2H) 1.27-1.24 (d of d, 12H); 0.85-0.75 (m, 1H); 0.52-0.46 (m, 2H); 0.21-0.16 (m, 2H); ESMS (m/z): M+1)+ found, 221; (M+23)+ found, 243.

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