반응 #1951064

반응 방정식

material

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

HCl

→

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

수율 92.0%

용매

ethanol

반응 조건

후처리

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

실험 절차

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.

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