تفاعل #1951060

معادلة التفاعل

Bromomethyl-cyclopropane

triisopropyl phosphite

→

cyclopropylmethyl-phosphonic acid diisopropyl ester

المردود 94.3%

المذيبات

ethyl acetate

ظروف التفاعل

المعالجة

1. 1
   درجة الحرارةheated
2. 2
   درجة الحرارةto cool to ambient temperature
3. 3
   غسيلThe solution was washed with saturated sodium bicarbonate (350 mL)
4. 4
   تجفيفThe organic phase was dried with magnesium sulfate
5. 5
   ترشيحfiltered
6. 6
   تركيزconcentrated by rotary evaporation

الإجراء التجريبي

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.

المصدر