تفاعل #1951064

معادلة التفاعل

material

1-benzyl-4-(cyclopropylmethyl)-[1,4]azaphosphinane 4-oxide

HCl

→

cyclopropylmethyl-[1,4]azaphosphinane 4-oxide hydrochloride

المردود 92.0%

المذيبات

ethanol

ظروف التفاعل

المعالجة

1. 1
   أخرىThe solution was degassed with a stream of nitrogen and palladium on carbon (10%, 1.0 g)
2. 2
   workup.ADDITIONwas added
3. 3
   أخرىwas hydrogenated on a Parr shaker overnight at 20 psi
4. 4
   ترشيحThe reaction mixture was filtered through Celite
5. 5
   أخرىthe solvents were removed under reduced pressure
6. 6
   workup.DISSOLUTIONThe product was dissolved in methanol
7. 7
   workup.ADDITIONbenzene was added
8. 8
   أخرىThe solvents were removed by rotary evaporation
9. 9
   أخرىThe product was recrystallized from ethanol/diethyl ether

الإجراء التجريبي

The material from Step 5 was dissolved in ethanol (80 mL) and aqueous HCl (40 mL, 1 M) was added. The solution was degassed with a stream of nitrogen and palladium on carbon (10%, 1.0 g) was added. The mixture was hydrogenated on a Parr shaker overnight at 20 psi. The reaction mixture was filtered through Celite and the solvents were removed under reduced pressure. The product was dissolved in methanol, and benzene was added. The solvents were removed by rotary evaporation. The product was recrystallized from ethanol/diethyl ether to yield 3.526 g of 4-(cyclopropylmethyl-[1,4]azaphosphinane 4-oxide hydrochloride (16.83 mmol, 92%) as a white crystalline solid. 1H NMR (400 MHz, DMSO) 9.60-9.30 (d, 2H); 3.42-3.29 (m, 4H); 2.32-2.21 (m, 2H); 2.16-2.03 (m, 2H); 1.91-1.85 (d of d, 2H); 0.95-0.85 (m, 1H); 0.59-0.51 (m, 2H); 0.26-0.20 (m, 2H); ESMS (m/z): (M+1)+found, 174; (M+23)+ found, 196.

المصدر