反応 #1951053

反応方程式

HCl

1-Benzyl-4-methyl-[1,4]azaphosphinane 4-oxide

→

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

溶媒

ethanol

反応条件

後処理

1. 1
   ろ過The mixture was filtered through Celite
2. 2
   その他all solvents were removed under reduced pressure
3. 3
   その他The product was triturated in hot ethanol (50 mL)
4. 4
   温度cooled
5. 5
   workup.ADDITIONthe solution was diluted with ether (300 mL)
6. 6
   ろ過The white crystalline solid was filtered
7. 7
   洗浄washed with ether (2×50 mL), hexane (2×50 mL)
8. 8
   その他dried in vacuo

実験手順

1-Benzyl-4-methyl-[1,4]azaphosphinane 4-oxide was dissolved in ethanol (100 mL). 1 M HCl (100 mL) was added, along with palladium on carbon (10%, 2.6 g). The mixture was hydrogenated on a Parr shaker for 4 hours at 50 psi. The mixture was filtered through Celite and all solvents were removed under reduced pressure. The product was triturated in hot ethanol (50 mL) and cooled, and the solution was diluted with ether (300 mL). The white crystalline solid was filtered, washed with ether (2×50 mL), hexane (2×50 mL), and dried in vacuo. 4-methyl-[1,4]azaphosphinane 4-oxide hydrochloride was obtained as a white crystalline solid (9.46 g, 94%). 1H NMR (400 MHz, DMSO) δ 3.07 (m, 2H); 2.68 (m, 2H); 1.78 (m, 2H); 1.61 (m, 2H), 1.39 (3H, d, JH-C-P=13.6 Hz.); 31P NMR: δ 29 ppm; ESMS (m/z): (M+1)+ found, 134.

出典